Organic Chemistry Some Basic Principles &

Techniques

Question1
The set of meta directing functional groups from the following sets is:

[1-Feb-2024 Shift 2]

Options:

A.
−CN, −NH2, −NHR, −OCH
3

B.
−NO2, −NH2, −COOH, −COOR

C.
−NO , −CHO, −SO H, −COR
2 3

D.

−CN, −CHO, −NHCOCH3, −COOR

Answer: C

Solution:

All are −M, Hence meta directing groups.

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Question2
Following Kjeldahl's method, 1g of organic compound released
ammonia, that neutralised 10 mL of 2MH2SO4. The percentage of
nitrogen in the compound is_______ %.

[1-Feb-2024 Shift 2]

Answer: 56
Solution:

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Question3
Increasing order of stability of the resonance structure is :
[24-Jan-2023 Shift 1]
Options:

A. C, D, B, A

B. C, D, A, B

C. D, C, A, B

D. D, C, B, A

Answer: B

Solution:

No option is matching the correct answer.

Order should be : C < A < B < D

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Question4
Given below are two statements, one is labelled as Assertion A and the
other is labelled as Reason R. Assertion A : Benzene is more stable than
hypothetical cyclohexatriene.
Reason R : The delocalized π electron cloud is attracted more strongly
by nuclei of carbon atoms. In the light of the above statements, choose
the correct answer from the options given below:
[24-Jan-2023 Shift 2]

Options:

A. A is true but R is false.

B. A is false but R is true.

C. Both A and R are correct and R is the correct explanation of A.

D. Both A and R are correct but R is NOT the correct explanation of A.

Answer: C

Solution:

Assertion - A : Benzene is more stable than cyclohexatriene (True)

Reason −R : Delocalised π − e cloud lies B.M.O so more attracted by nuclei of carbon atom.
(True & Correct Explanation)
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Question5
Which of the following conformations will be the most stable?
[25-Jan-2023 Shift 1]
Options:

A.

B.

C.

D.
Answer: A

Solution:

Conformation

has lowest vanderwaal and torsional strain. Hence it must be most stable.

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Question6
In sulphur estimation. 0.471g of an organic compound gave 1.4439g of
barium sulphate.
The percentage of sulphur in the compound is ________ (Nearest Integer)
(Given: Atomic mass Ba: 137u : S : 32u, O : 16u )
[25-Jan-2023 Shift 1]

Answer: 42

Solution:
32 weight of BaSO4 formed
\%sulphur × = × 100
233 weight of organic compound
32 1.4439
= × × 100
233 0.471
= 42.10
Nearest integer 42

Question7
The isomeric deuterated bromide with molecular formula C4H8 DBr
having two chiral carbon atoms is
[25-Jan-2023 Shift 2]
Options:

A. 2-Bromo-1-deuterobutane

B. 2-Bromo-2-deuterobutane

C. 2-Bromo-3-deuterobutane

D. 2-Bromo-1-deutero-2-methylpropane

Answer: C
Solution:

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Question8
Match List I with List II.

Choose the correct answer from the options given below :-

[25-Jan-2023 Shift 2]
Options:

A. A-III, B-IV, C-I, D-II

B. A-IV, B-III, C-I, D-II

C. A-II, B-III, C-I, D-IV

D. A-III, B-I, C-IV, D-II

Answer: D

Solution:
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Question9
Identify the correct order for the given property for following
compounds
Choose the correct answer from the option given below :-
[29-Jan-2023 Shift 1]
Options:

A. (B), (C) and (D) only

B. (A), (C) and (E) only

C. (A), (C) and (D) only

D. (A), (B) and (E) only

Answer: B

Solution:

Boiling point of alkyl halide increases with increase in size, mass of halogen atom and size of alkyl group
Boiling point of isomeric alkyl halide decreases with increase in branching
Density increases with increase in atomic mass of halogen atom

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Question10
Compound that will give positive Lassaigne's test for both nitrogen and
halogen is
[29-Jan-2023 Shift 1]
Options:

A. N2H4 ⋅ HCl

B. CH3NH2 ⋅ HCl

C. NH4 Cl

D. NH2 OH . HCl

Answer: B

Solution:

Na
CH3NH2 ⋅ HCl ──────▶ NaCN and NaCl
fusion
NaCN gives +ve test for nitrogen and
NaCl gives +ve test for halogen
Question11
Following chromatogram was developed by adsorption of compound ' A '
on a 6 cm TLC glass plate. Retardation factor of the compound ' A ' is
−1
×10 .

[29-Jan-2023 Shift 1]

Answer: 6

Solution:

Distance moved by the substance frombase line

Rf =
Distance move dby the solvent frombase line
3.0 cm −1
= = 0.6 or 6 × 10
5.0 cm

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Question12
The most stable carbocation for the following is:

[30-Jan-2023 Shift 2]
Options:

A. c

B. d

C. b

D. a

Answer: A
Solution:

The +M effect of NH2 is stabilizing the carbocation.

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Question13
Match items of column I and II

Correct match is:

[31-Jan-2023 Shift 1]
Options:

A. A-(iii), B-(iv), C-(ii), D-(i)

B. A-(i), B-(iii), C-(ii), D-(iv)

C. A-(ii), B-(iii), C-(iv), D-(i)

D. A-(ii), B-(iv), C-(i), D-(iii)

Answer: C

Solution:
A. H2O ∕ CH2Cl2 → ii, CH2Cl2 > H2O (density) so they can be separated by differential solvent extraction.
B.
iii. column chromatography Due to H-bonding in

it can be separated from

by column chromatography.
C. Kerosene / Naphthalene → iv. Fractional distillation.
Due to different B.P. of kerosene and Naphthalene it can be separated by fractional distillation.
D. C6H12O6 ∕ NaCl→ i. Crystallization.
NaCl (ionic compound) can be crystallized.

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Question14
Consider the following reaction
Propanal + Methanal = ─────────▶Product B
(i)dil. NaOH

(ii)∆ (C5H8O3)
(iii) NaCN
(iv)H3O+

The correct statement for product B is. It is

[31-Jan-2023 Shift 1]
Options:

A. optically active and adds one mole of bromine

B. racemic mixture and is neutral

C. racemic mixture and gives a gas with saturated NaHCO3 solution

D. optically active alcohol and is neutrall

Answer: C

Solution:

−
OH
CH3 − CH2 − CHO + HCHO →
Δ
Carboxylic acid will give CO2 gas, with NaHCO3 solution

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Question15
An organic compound [A](C4H11N), shows optical activity and gives N2
gas on treatment with HNO2. The compound [A] reacts with PhSO2 Cl
producing a compound which is soluble in KOH. The structure of A is:
[31-Jan-2023 Shift 2]
Options:

A.

B.

C.

D.

Answer: D

Solution:
C4H11N releases N2 with HNO2 i.e. it is primary amine.
After reacting with Hinsberg reagent it forms a compound which is soluble in KOH,
Hence, the amine is primary.

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Question16
In Dumas method for the estimation of N2, the sample is heated with
copper oxide and the gas evolved is passed over:
[31-Jan-2023 Shift 2]
Options:

A. Ni

B. Copper gauze

C. Pd

D. Copper oxide

Answer: B

Solution:

Duma's method.
The nitrogen containing organic compound, when heated with CuO in a atmosphere of CO2, yields free N2 in addition to
CO2 and H2O.

CxHyNz + ( 2x + 2y ) CuO→
+ H O + N + ( 2x + ) Cu
y z y
xCO2 2 2
2 2 2
Traces of nitrogen oxides formed, if any, are reduced to nitrogen by passing the gaseous mixture over heated copper
gauze.

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Question17
In the following halogenated organic compounds the one with maximum
number of chlorine atoms in its structure is :
[31-Jan-2023 Shift 2]
Options:

A. Chloral

B. Gammaxene

C. Chloropicrin

D. Freon -12

Answer: B

Solution:
Question18
2−
Resonance in carbonate ion (CO3 ) is

Which of the following is true?

[1-Feb-2023 Shift 1]
Options:

A. It is possible to identify each structure individually by some physical or chemical method.

B. All these structures are in dynamic equilibrium with each other.

C. Each structure exists for equal amount of time.

2−
D. CO3 has a single structure i.e., resonance hybrid of the above three structures.

Answer: D

Solution:
Resonating structure are hypothetical and resonance hybrid is real structure which is weighted average of all the
resonating structures.
Question19
The total number of chiral compound/s from the following is ________.

[1-Feb-2023 Shift 1]

Answer: 2

Solution:
Question20
All structures given below are of vitamin C. Most stable of them is :
[1-Feb-2023 Shift 2]
Options:

A.

B.

C.

D.
Answer: A

Solution:
H-bonding stabilised vitamin C

Question21
Given below are two statements:
Statement I : Sulphanilic acid gives esterification test for carboxyl
group.
Statement II : Sulphanilic acid gives red colour in Lassigne's test for
extra element detection.
In the light of the above statements, choose the most appropriate
answer from the options given below :
[1-Feb-2023 Shift 2]
Options:

A. Statement I is correct but Statement II is incorrect.

B. Both Statement I and Statement II are incorrect.

C. Both Statement I and Statement II are correct.

D. Statement I is incorrect but Statement II is correct.

Answer: D

Solution:

Does not show esterification test.

Presence of both sulphur and nitrogen give red colour in Lassigne's test.

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Question22
Testosterone, which is a steroidal hormone, has the following structure.
The total number of asymmetric carbon atom ∕ s in testosterone is
________.
[1-Feb-2023 Shift 2]
Answer: None

Solution:

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Question23
Match List I with List II

Choose the correct answer from the options given below:

[6-Apr-2023 shift 1]
Options:

A. A-II, B-IV, C-I, D-III

B. A-IV, B-II, C-I, D-III

C. A-II, B-I, C-IV, D-III

D. A-III, B-I, C-IV, D-II

Answer: D
Solution:
Nitrogen detection by lassaigne's method
Na + C + N → NaCN
6 NaCN + FeSO4 → Na4[Fe(CN)6] + Na2SO4
Na4[Fe(CN)6] + Fe3+ → Fe4[Fe(CN)6]3
(Prussian blue)
Sulphur detection by Sodium nitroprusside
Na2[Fe(CN)5 NO] + Na2S → Na4[Fe(CN)5 NOS]
[Purple]
Phosphorus detection by ammonium molybdate
Na3PO4 + 3HNO3 → H3PO4 + 3NaNO3
H3PO4 + 12(NH4)2MoO4 + 21HNO3 →
(NH4)3PO4 ⋅ 12MoO3 + 21NH4NO3 + 12H2O
(canary yellow)
Halogen give specific coloured ppt with AgNO3(aq)
NaCl + AgNO3(aq) → AgCl + NaNO3
(White)
NaBr + AgNO3(aq) → AgBr + NaNO 3
(Pale yellow )
NaI + AgNO3(aq) → AgI + NaNO3
( Yellow )
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Question24
From the figure of column chromatography given below, identify
incorrect statements.
A. Compound 'c' is more polar than ' a ' and ' b '
B. Compound ' a ' is least polar
C. Compound ' b ' comes out of the column before 'c' and after ' a '
D. Compound ' a ' spends more time in the column Choose the correct
answer from the options given below :-

[6-Apr-2023 shift 2]
Options:

A. A, B and C only

B. B, C and D only

C. A, B and D only

D. B and D only

Answer: A
Question25
The strongest acid from the following is
[6-Apr-2023 shift 2]
Options:

A.

B.

C.

D.

Answer: A

Solution:
Strongest acid from the following is
−NO2 group has more EWG nature so more acidic,

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Question26
The descending order of acidity for the following carboxylic acid is -
A. CH3 COOH
B. F3C − COOH
C. ClCH2 − COOH
D. BrCH2 − COOH
Choose the correct answer from the options given below:
[8-Apr-2023 shift 2]
Options:

A. D > B > A > E > C

B. B > D > C > E > A

C. E > D > B > A > C

D. B > C > D < E > A

Answer: B

Solution:

Solution:
Acidity α stability of conjugate base
Stability order
F3C − COO− > F − CH2 − COO− > Cl − CH2 − COO− > Br − CH2 − COO− > CH3COO−

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Question27
The correct IUPAC nomenclature for the following compound is :

[8-Apr-2023 shift 2]
Options:

A. 2-Methyl-5-oxohexanoic acid
B. 2-Formyl-5-methylhexan-6-oic acid

C. 5-Formyl-2-methylhexanoic acid

D. 5-Methyl-2-oxohexan-6-oic acid

Answer: A

Solution:

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Question28
Using column chromatography mixture of two compounds ' A ' and ' B '
was separated. 'A' eluted first, this indicates ' B ' has
[10-Apr-2023 shift 1]
Options:

A. high Rf , weaker adsorption

B. high Rf , stronger adsorption

C. low Rf , stronger adsorption

D. low Rf , weaker adsorption

Answer: C

Solution:

Solution:
More Polar the compound, the more it will adhere to the adsorbent and the smaller the distance it will travel from
baseline, and Lower its Rf value.
B has Low Rf value and strong Adsoption
distance covered by substance from base line
Rf =
total distance covered by solvent form base line

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Question29
The decreasing order of hydride affinity for following carbonations is:
Choose the correct answer from the options given below:
[10-Apr-2023 shift 2]
Options:

A. C, A, D, B

B. A, C, B, D

C. A, C, D, B

D. C, A, B, D

Answer: D

Solution:

1
Stability of carbocation ∝ Hydride affinity

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Question30
The correct order for acidity of the following hydroxyl compound is :
Choose the correct answer from the options given below:
[10-Apr-2023 shift 2]
Options:

A. E > C > D > A > B

B. D > E > C > A > B

C. E > D > C > B > A

D. C > E > D > B > A

Answer: A

Solution:
Acidity ∝ stability of conjugate base
Stability order

Activity →E > C > D > A > B

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Question31
In Carius tube, an organic compound ' X′ is treated with sodium
peroxide to form a mineral acid ' Y′.The solution of BaCl2 is added to ' Y′
to form a precipitate ' Z′ '.' Z ' is used for the quantitative estimation of
an extra element. ' X ' could be
[10-Apr-2023 shift 2]
Options:

A. Chloroxylenol

B. Methionine

C. A nucleotide

D. Cytosine

Answer: B
Solution:

Carious method is used for quantitative analysis of sulfur

So Methionine is correct answer

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Question32

Where Nu = Nucleophile
Find out the correct statement from the options given below for the
above 2 reactions.
[11-Apr-2023 shift 1]
Options:
st nd
A. Reaction (I) is of 1 order and reaction (II) is of 2 order
nd
B. Reaction (I) and (II) both are 2 order
st
C. Reaction (I) and (II) both are 1 order
 nd st
D. Reaction (I) is of 2 order and reaction (II) is of 1 order

Answer: A

Solution:

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Question33

Thin layer chromatography of a mixture shows the following observation

:

The correct order of elution in the silica gel column chromatography is

[11-Apr-2023 shift 1]
Options:

A. B, A, C

B. C, A, B

C. A, C, B

D. B, C, A

Answer: C

Solution:

Solution:

According to the observation, A is more mobile and interacts with the mobile phase more than C, and C is more drawn to
the mobile phase than B.
Hence, the correct order of elution in the silica gel column chromatography is - B < C < A

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Question34
Compound from the following that will not produce precipitate on
reaction with AgNO3 is :
[11-Apr-2023 shift 2]
Options:

A.

B.
C.

D.

Answer: B

Solution:

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Question35
The number of possible isomeric products formed when 3-chloro-1-
butene reacts with HCl through carbocation formation is _________
[11-Apr-2023 shift 2]

Answer: 4

Solution:
Total Possible Isomeric product = 1 + 3 = 4

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Question36
Correct statements for the given reaction are :

A. Compound ' B' is aromatic

B. The completion of above reaction is very slow
C. 'A' shows tautomerism
D. The bond lengths of C − C in compound B are found to be same
Choose the correct answer from the options given below:
[12-Apr-2023 shift 1]
Options:

A. A,B and C only

B. A, C and D only

C. B, C and D only

D. A, B and D only

Answer: B

Solution:
(i) B is Aromatic
(ii) Completion of reaction is very fast due to formation of aromatic compound
(iii) A show keto-enol tautomerism
(iv) B is aromatic so C − C bond length are same.

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Question37
Three organic compounds A, B and C were allowed to run in thin layer
chromatography using hexane and gave the following result (see
−2
figure). The Rf value of the most polar compound is ______ ×10 .

[12-Apr-2023 shift 1]

Answer: 25

Solution:

Most polar compound - C - because of lowest moulmerls in upper direction

Dis tan ce covered by compound 2 −2
Rf = = = 0.25 = 25 × 10
Dis tance covered by solvent 8

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Question38
The major product for the following reaction is :

[13-Apr-2023 shift 2]

A.
B.

C.

D.

Answer: B

Solution:

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Question39
Given below are two statements, one is labelled as Assertion A and the
other is labelled as Reason R. Assertion A : Order of acidic nature of the
following compounds is A >B > C.
Reason R : Fluoro is a stronger electron withdrawing group than Chloro
group.
In the light of the above statements, choose the correct answer from the
options given below :
[13-Apr-2023 shift 2]
Options:

A. Both A and R are correct and R is the correct explanation of A

B. A is false but R is true

C. Both A and R are correct but R is NOT the correct explanation of A

D. A is true but R is false

Answer: C

Solution:
Acidic strength α − I effect
I
α effect
+I
F, Cl exerts -1 effect, Methyl exerts +I effect, C is least acidic.
Among A and B; since inductive effect is distance dependent, Extent of −I effect is higher in A followed by B even though
F is stronger electron withdrawing group than Cl. Thus, A is more acidic than B.

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Question40
Given below are two statements :
Statement I : Tropolone is an aromatic compound and has 8π electrons.
Statement II : π electrons of >C = O group in tropolone is involved in
aromaticity
In the light of the above statements, choose the correct answer from the
options given below :
[13-Apr-2023 shift 2]
Options:

A. Statement I is false but Statement II is true

B. Statement I is true but Statement II is false

C. Both Statement I and Statement II are true

D. Both Statement I and Statement II are false

Answer: B
Solution:

Tropolone is an aromatic compound and has 8π electrons ( 6πe−are endocyclic and 2πe−are exocyclic) and π electrons of
C = O group in tropolone is not involved in aromaticity.

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Question41
0.400g of an organic compound (X) gave 0.376g of AgBr in Carius
method for estimation of bromine. \% of bromine in the compound (X) is
______ . (Given: Molar mass AgBr = 188gmol−1, Br = 80gmol−1 )
[13-Apr-2023 shift 2]

Answer: 40

Solution:
0.376
mole of AgBr =
188
− 0.376
mole of Br = mole of AgBr =
188
0.376 −
mass of Br = × 80
188
− 0.376 × 80
% of Br = × 100 = 40%
188 × 0.4
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Question42
Which of the following statement is correct for paper chromatography?
[15-Apr-2023 shift 1]
Options:

A. Water present in the pores of the paper forms the stationary phase.

B. Water present in the mobile phase gets absorbed by the paper which then forms the
stationary phase

C. Paper sheet forms the stationary phase.

D. Paper and water present in its pores together form the stationary phase.

Answer: A

Solution:

Fact

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Question43
Number of electrophilic centres in the given compound is

[24-Jun-2022-Shift-1]

Answer: 3

Solution:

Given compounds :

Number of electrophilic centres = 3

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Question44
Arrange the following carbocations in decreasing order of stability. A

[24-Jun-2022-Shift-2]
Options:

A. A > C > B
B. A > B > C

C. C > B > A

D. C > A > B

Answer: A

Solution:

Carbocation (A) is stabilised by hyperconjugation due to 4α hydrogen atoms. Carbocation (C) is also stabilised by
hyperconjugation due to 4 a hydrogen atoms but destabilised by −1 effect of O-atom. Carbocation (B) is most stable as it
is stabilised by resonance.
∴ Correct decreasing order of stability is B > A > C

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Question45
0.2g of an organic compound was subjected to estimation of nitrogen by
Dumas method in which volume of N2 evolved (at STP) was found to be
22.400 mL. The percentage of nitrogen in the compound is
______[nearest integer]
(Given : Molar mass of N2 is 28gmol−1. Molar volume of N2 at
STP : 22.4L )
[24-Jun-2022-Shift-2]

Answer: 14

Solution:
Given volume of N2 = 22.400 mL
22.400
∴ Moles of N2 = = 10−3 mole
22400
∴ Moles of N atoms = 2 × 10−3 mole
∴ Weigh of N atoms = 14 × 2 × 10−3 mole
= 28 × 10−3 mole
∴% of N atom in the compound
28 × 10−3
= × 100
0.2
= 14
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Question46
Phenol on reaction with dilute nitric acid, gives two products. Which
method will be most efficient for large scale separation?
[25-Jun-2022-Shift-1]
Options:

A. Chromatographic separation

B. Fractional Crystallisation

C. Steam distillation

D. Sublimation

Answer: C

Solution:

o-Nitrophenol and p-Nitrophenol can be easily separated by steam distillation.

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Question47
In the following structures, which on is having staggered conformation
with maximum dihedral angle?
[25-Jun-2022-Shift-1]
Options:

A.
B.

C.

D.

Answer: C

Solution:

It is the staggered conformation with maximum dihedral angle.

Question48
The IUPAC name of ethylidene chloride is :
[25-Jun-2022-Shift-1]
Options:

A. 1-Chloroethene

B. 1-Chloroethyne

C. 1,2-Dichloroethane

D. 1,1-Dichloroethane

Answer: D

Solution:

Solution:
Ethylidene chloride is CH3 − CHCl2, its IUPAC name is 1,1-Dichloromethane.

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Question49
Given below are two statements : one is labelled as Assertion A and the
other is labelled as Reason R.
Assertion A : A mixture contains benzoic acid and napthalene. The pure
benzoic acid can be separated out by the use of benzene.
Reason R : Benzoic acid is soluble in hot water.
In the light of the above statements, choose the most appropriate
answer from the options given below.
[25-Jun-2022-Shift-2]
Options:

A. Both A and R are true and R is the correct explanation of A.

B. Both A and R are true but R is NOT the correct explanation of A.

C. A is true but R is false.

D. A is false but R is true.

Answer: D

Solution:

Solution:
Since, both benzoic acid and naphthalene will dissolve in benzene. Hence assertion is wrong.
Benzoic acid is almost insoluble in cold water but soluble in hot water. Hence Reason is true

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Question50
Given below are two statements :
Statement I : In 'Lassaigne's Test', when both nitrogen and sulphur are
present in an organic compound, sodium thiocyanate is formed.
Statement II : If both nitrogen and sulphur are present in an organic
compound, then the excess of sodium used in sodium fusion will
decompose the sodium thiocyanate formed to give NaCN and Na2 S.
In the light of the above statements, choose the most appropriate
answer from the options given below :
[26-Jun-2022-Shift-1]
Options:

A. Both Statement I and Statement II are correct.

B. Both Statement I and Statement II are incorrect.

C. Statement I is correct but Statement II is incorrect.

D. Statement I is incorrect but Statement II is correct.

Answer: A

Solution:

Solution:
Both statement I \& statement II are correct
NaSCN + 2 Na → NaCN + Na2S

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Question51
Compound 'P' on nitration with dil. HNO3 yields two isomers (A) and
(B). These isomers can be separated by steam distillation. Isomers (A)
and (B) show the intramolecular and intermolecular hydrogen bonding
respectively. Compound (P) on reaction with conc. HNO3 yields a yellow
compound ' C ', a strong acid. The number of oxygen atoms is present in
compound ' C '_____
[26-Jun-2022-Shift-1]

Answer: 7

Solution:
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Question52
The correct order of nucleophilicity is
[26-Jun-2022-Shift-2]
Options:
− −
A. F > OH

B.

C.

D. NH2− > NH3

Answer: D

Solution:

Solution:
− +
NH3 ⟶ NH2 +H
Acid Conjugate base
Conjugate base of acid is always a stronger nucleophile.

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Question53
Total number of possible stereoisomers of dimethyl cyclopentane is____
[27-Jun-2022-Shift-1]
Answer: 6

Solution:
Dimethyl cyclopentane

will show stereo isomerism, Its stereo isomers are

will show stereo isomerism, Its stereo isomers are

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Question54
Which of the following is most stable?
[27-Jun-2022-Shift-2]
Options:

A.

B.
C.

D.

Answer: A

Solution:

Solution:

1,3-cyclohexadiene is most stable because it is a neutral molecule. All others are intermediates and hence less stable.

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Question55
0.25g of an organic compound containing chlorine gave 0.40g of silver
chloride in Carius estimation. The percentage of chlorine present in the
compound is_____ [in nearest integer]
(Given : Molar mass of Ag is 108gmol−1 and that of Cl is 35.5gmol−1 )
[27-Jun-2022-Shift-2]

Answer: 40
Solution:

Given, weight of organic compound = 0.25g

0.4
Moles of AgCl =
M
Molecular mass of AgCl(M ) = 143.5 gm
0.4
∴ Moles of AgCl =
143.5
0.4
∴ Mass of Cl = × 35.5
143.5
Mass % of Cl in the organic compound
35.5 × 0.4
143.5
= × 35.5
0.25
= 39.58
≃40

-------------------------------------------------------------------------------------------------

Question56
Which one of the following techniques is not used to spot components
of a mixture separated on thin layer chromatographic plate?
[28-Jun-2022-Shift-1]
Options:

A. I2 (Solid)

B. U.V. Light

C. Visualisation agent as a component of mobile phase

D. Spraying of an appropriate reagent

Answer: C

Solution:

Solution:
TLC is a technique used to separate mixture of compounds based on differences in polarity. In TLC a glass plate coated
with a stationary phase is spotted with the mixture to be separated.

-------------------------------------------------------------------------------------------------

Question57
Which of the following structure are aromatic in nature?
[28-Jun-2022-Shift-1]
Options:

A. A, B, C, and D

B. Only A and B

C. Only A and C

D. Only B, C and D

Answer: B

Solution:

Solution:
A and B are aromatic as they are cyclic, planar and has 4n + 2πe−(n = 1)

-------------------------------------------------------------------------------------------------

Question58
The formula of the purple colour formed in Laissaigne's test for sulphur
using sodium nitroprusside is
[28-Jun-2022-Shift-1]
Options:

A. NaFe[Fe(CN)6]

B. Na[Cr(NH3)2(NCS)4]

C. Na2[Fe(CN)5(NO)]

D. Na4[Fe(CN)5(NOS)]

Answer: D

Solution:
 2− 2− 4−
S + [Fe(CN)5 NO) ] → [Fe(CN)5(NOS)]
-------------------------------------------------------------------------------------------------

Question59
In the estimation of bromine, 0.5g of an organic compound gave 0.40g
of silver bromide. The percentage of bromine in the given compound is
____% (nearest integer)
(Relative atomic masses of Ag and Br are 108u and 80u, respectively).
[28-Jun-2022-Shift-1]

Answer: 34

Solution:

Solution:
188g AgBr has 80g of Br
80
∴0.4 gAgBr = × 0.4
188
% of Br in given organic compound
80 × 0.4
= × 100
188 × 0.5
≈34%

-------------------------------------------------------------------------------------------------

Question60
The correct IUPAC name of the following compound is :

[28-Jun-2022-Shift-2]
Options:

A. 4-methyl-2-nitro-5-oxohept-3-enal

B. 4-methyl-5-oxo-2-nitrohept-3-enal

C. 4-methyl-6-nitro-3-oxohept-4-enal

D. 6-formyl-4-methyl-2-nitrohex-3-enal

Answer: C

Solution:
-------------------------------------------------------------------------------------------------

Question61
Kjeldahl's method was used for the estimation of nitrogen in an organic
compound. The ammonia evolved from 0.55g of the compound
neutralised 12.5 mL of 1MH2SO4 solution. The percentage of nitrogen in
the compound is______ . (Nearest integer)
[29-Jun-2022-Shift-1]

Answer: 64

Solution:
Meq of H2SO4 used by NH3 = 12.5 × 1 × 2 = 25
25 × 10−3 × 14 × 100
% of N in the compound = = 63.6
0.55
Meq. of H2SO4 = Meq. of NH3
12.5 × 1 × 2 = 25 meq. of NH3
= 25 millimoles of NH3
So Millimoles of ' N′ = 25
′ −3
Moles of ' N = 25 × 10
wt. of N = 14 × 25 × 10−3
14 × 25 × 10−3
%N = × 100
0.55
= 63.66
≈64%

-------------------------------------------------------------------------------------------------

Question62
Observe structures of the following compounds

The total number of structures/compounds which possess asymmetric

carbon atoms is ______________.
[29-Jun-2022-Shift-1]

Answer: 3

Solution:

Number of compounds containing asymmetric carbons are three.

-------------------------------------------------------------------------------------------------

Question63
Which of the following carbocations is most stable?
[29-Jun-2022-Shift-2]
Options:

A.

B.

C.

D.

Answer: D

Solution:
Is most stable carbocation

-------------------------------------------------------------------------------------------------

Question64
The number of chiral alcohol(s) with molecular formula C4H10O is_____
[29-Jun-2022-Shift-2]

Answer: 2

Solution:

Solution:

Out of which only two are chiral

-------------------------------------------------------------------------------------------------

Question65
While estimating the nitrogen present in an organic compound by
Kjeldahl's method, the ammonia evolved from 0.25g of the compound
neutralized 2.5mL of 2M H 2SO4. The percentage of nitrogen present in
organic compound is
[25-Jul-2022-Shift-1]

Answer: 56

Solution:
NH3 gas is neutralized by 2.5 mL of 2MH2SO4
−3
∴ Moles of NH3 neutralized = 2.5 × 2 × 2 millimole = 10 × 10 moles
∴ Weight of N present in the compound will be
−3
= 10 × 10 × 14
= 0.14g
′
∴% of ' N in compound
0.14
= × 100
0.25
= 56%
-------------------------------------------------------------------------------------------------

Question66
The number of sp3 hybridised carbons in an acyclic neutral compound
with molecular formula C4H 5N is
[25-Jul-2022-Shift-1]

Answer: 1

Solution:

DU = 4 + 1 − ( 5 −2 1 ) = 3
H3 C − CH = CH − C ≡ N
↑
3
sp
CH2 = C = CH = CH = NH
3
Zero sp carbon

-------------------------------------------------------------------------------------------------

Question67
Arrange the following in decreasing acidic strength:

[25-Jul-2022-Shift-2]
Options:

A. A > B > C > D

B. B > A > C > D

C. D > C > A > B

D. D > C > B > A

Answer: A

Solution:

The correct order of acid strength is

-------------------------------------------------------------------------------------------------

Question68
The separation of two coloured substances was done by paper
chromatography. The distances travelled by solvent front, substance A
and substance B from the base line are 3.25cm, 2.08cm and 1.05cm,
respectively. The ratio of Rf values of A to B is_____
[25-Jul-2022-Shift-2]

Answer: 2

Solution:
Distance travelled by the substance
Rf =
Distance travelled by the solvent front
2.08
(Rf )A =
3.25
1.05
(Rf )B =
3.25
(Rf )A
≃2
(Rf )B

-------------------------------------------------------------------------------------------------

Question69
The total number of monobromo derivatives formed by he alkanes with
molecular formula C5H 12 is (excluding stereo isomers)
[25-Jul-2022-Shift-2]

Answer: 8

Solution:

It is sum of distance of z from (3√2, 0) and (0, p√2) For minimising, z should lie on AB and AB = 5√2
2 2
(AB) = 18 + 2p
p = ±4

-------------------------------------------------------------------------------------------------

Question70
∙
C + CH4 → A + B
A and B in the above atmospheric reaction step are :
[26-Jul-2022-Shift-1]
Options:

A. C2H6 and Cl2

∙
B. CHCl2 and H2

∙
C. CH3 and HCl

D. C2H6 and HCl

Answer: C

Solution:

∙ ∙
Cl + CH4 ⟶ ˙CH 3 + HCl

-------------------------------------------------------------------------------------------------

Question71
Which technique among the following, is most appropriate in separation
of a mixture of 100 mg of p nitrophenol and picric acid?
[26-Jul-2022-Shift-1]
Options:

A. Steam distillation

B. 2 − 5 ft long column of silica gel

C. Sublimation

D. Preparative TLC (Thin Layer Chromatography)

Answer: D

Solution:

Solution:
Thin layer chromatography is a technique used to isolate non-volatile mixtures.
Hence, mixture of p-nitrophenol and Picric acid is separated by TLC.

-------------------------------------------------------------------------------------------------

Question72
Which of the following compounds is not aromatic?
[26-Jul-2022-Shift-1]
Options:

A.

B.

C.

D.
Answer: C

Solution:

[10] Annulene, although follow (4n + 2)π electron rule, but it is non-aromatic due to its non planar nature. It is nonplanar
due to repulsion of C − H bonds present inside the ring.

-------------------------------------------------------------------------------------------------

Question73
The correct stability order of the following diazonium salt is

[26-Jul-2022-Shift-1]
Options:

A. (A) > (B) > (C) > (D)

B. (A) > (C) > (D) > (B)

C. (C) > (A) > (D) > (B)

D. (C) > (D) > (B) > (A)

Answer: B

Solution:

Since diazonium ion is a cation hence it is stabilized by electron donating groups and destabilized by electron
withdrawing group.
Hence Stability order should be A > C > D > B.
-------------------------------------------------------------------------------------------------

Question74
The correct decreasing order of priority of functional groups in naming
an organic Question: compound as per IUFAC system of nomenclature is
[26-Jul-2022-Shift-2]
Options:

A. −COOH > −CONH2 > −COCl > −CHO

B. SO3H > −COCl > −CONH2 > −CN

C. −COOR > −COCl > −NH2 > C = 0

D. −COOH > −COOR > −CONH2 > −COCl

Answer: B

Solution:

Solution:
−SO3H > −COCl > −CONH2 > −CN

-------------------------------------------------------------------------------------------------

Question75
Given below are two statements: one is labelled as Assertion A and, the
other is labelled as Reason R.
Assertion A: [6] Annulene, [8] Annulene and cis-[10] Annulene, are
respectively aromatic, not-aromatic and aromatic.

Reason R: Planarity is one of the requirements of aromatic systems.

In the light of the above statements, choose the most appropriate
answer from the options given below.
[27-Jul-2022-Shift-1]
Options:

A. Both A and R are correct and R is the correct explanation of A.

B. Both A and R are correct but R is NOT the correct explanation of A.

C. A is correct but R is not correct.

D. A is not correct but R is correct.

Answer: A

Solution:

Solution:
[6] Annulene is aromatic because it is planar.
[8] Annulene and [10] Annulene are both not aromatic because they are not planar. So, Assertion (A) is not correct.
Reason (R) is correct because planarity is one of the requirements of aromatic system.

-------------------------------------------------------------------------------------------------

Question76
In Carius method of estimation of halogen, 0.45g of an organic
compound gave 0.36g of AgBr. Find out the percentage of bromine in
the compound.
(Molar masses : AgBr = 188gmol−1; Br = 80gmol−1 )
[27-Jul-2022-Shift-1]
Options:

A. 34.04%

B. 40.04%

C. 36.03%

D. 38.04%

Answer: A

Solution:
Mass of organic compound = 0.45 gm
Mass of AgBr obtained = 0.36 gm
0.36
∴ Moles of AgBr =
188
0.36
∴ Mass of Bromine = × 80 = 0.1532 gm
188
0.1532
∴%Br in compound = × 100 = 34.04%
0.45
-------------------------------------------------------------------------------------------------

Question77
Optical activity of an enantiomeric mixture is +12.6∘ and the specific
rotation of (+) isomer is +30∘ The optical purity is ________ %
[27-Jul-2022-Shift-1]
Answer: 42

Solution:
Total rotation 12 ⋅ 6
Optical purity = × 10 = × 100
Specific rotation 30
= 42%

-------------------------------------------------------------------------------------------------

Question78
Match List - I with List - II.

Choose the correct answer from the options given below :

[27-Jul-2022-Shift-2]
Options:

A. (A) - (IV), (B) - (III), (C) - (I), (D) - (II)

B. (A) - (III), (B) - (I), (C) - (IV), (D) - (II)

C. (A) - (III), (B) - (IV), (C) - (II), (D) - (I)

D. (A) - (III), (B) - (IV), (C) - (I), (D) - (II)

Answer: D

Solution:
(A) Chloroform + Aniline → (III) Distillation
(B) Benzoic acid + Napthalene → (IV) Crystallisation
(C) Water + Aniline → (I) Steam distillation
(D) Napthalene + Sodium chloride → (II) Sublimation

-------------------------------------------------------------------------------------------------

Question79
Match List - I with List - II.
Choose the correct answer from the options given below:
[28-Jul-2022-Shift-1]
Options:

A. (A) - (II), (B) - (I), (C) - (IV), (D) - (III)

B. (A) - (IV), (B) - (III), (C) - (I), (D) - (II)

C. (A) - (III), (B) - (IV), (C) - (I), (D) - (II)

D. (A) - (IV), (B) - (III), (C) - (II), (D) - (I)

Answer: C

Solution:

-------------------------------------------------------------------------------------------------

Question80
Among the following marked proton of which compound shows lowest
pKa value?
[28-Jul-2022-Shift-1]
Options:

A.

B.
C.

D.

Answer: C

Solution:

The conjugate base of compound (C) is stabilized by extended conjugation. Hence the indicated proton of compound C is
most acidic i.e. will have lowest pKa.
-------------------------------------------------------------------------------------------------

Question81
Given below are two statements: One is labelled as Assertion A and the
other is labelled as Reason R
Assertion A : Thin layer chromatography is an adsorption
chromatography.
Reason R: A thin layer of silica gel is spread over a glass plate of
suitable size in thin layer chromatography which acts as an adsorbent.
In the light of the above statements, choose the correct answer from the
options given below
[28-Jul-2022-Shift-2]
Options:

A. Both A and R are true and R is the correct explanation of A

B. Both A and R are true but R is NOT the correct explanation of A

C. A is true but R is false

D. A is false but R is true

Answer: A
Solution:

Thin layer chromoatography (TLC) is another type of adsorption chromatography, which involve sepration of substance of
a mixture ovel a thin layer of an adsorbent coated on glass plate.
A thin layer (about 0.2 mm thick) of an adsorbent (silica gel) or (Alumina) in spread overa glass plate of suitable size.
Hence Assertion (A) is correct and Reason (R) is correct explanation of (A)

-------------------------------------------------------------------------------------------------

Question82
A sample of 0.125g of an organic compound when analyzed by Duma's
method yields 22.78 mL of nitrogen gas collected over KOH solution at
280K and 759 mm Hg. The percentage of nitrogen in the given organic
compound is ____(Nearest integer)
Given :
(a) The vapour pressure of water of 280K is 14.2 mm Hg.
(b) R = 0.082L atm K−1mol−1
[28-Jul-2022-Shift-2]

Answer: 22

Solution:
P actual = 759 − 14.2 = 744.8 mmHg
744.8 × 22.78
nN =
2 760 × 0.0821 × 280 × 1000
= 0.000971 mol
Mass of N2 = 0.02719 gm
Percentage of nitrogen
0.0271
= × 100 = 21.75 ≃ 22
0.125

-------------------------------------------------------------------------------------------------

Question83
Correct structure of γ-methylcyclohexane carbaldehyde is
[29-Jul-2022-Shift-2]
Options:

A.
B.

C.

D.

Answer: A

Solution:

γ-Methyl cyclohexane carbaldehyde

-------------------------------------------------------------------------------------------------

Question84
Given below are two statements.
Statement 1: The compound

is optically active.
Statement II :

is mirror image of above compound A.

In the light of the above statement, choose the most appropriate answer
from the options given below.
[29-Jul-2022-Shift-2]
Options:

A. Both Statement I and Statement II are correct.

B. Both Statement I and Statement II are incorrect.

C. Statement I is correct but Statement II is incorrect.

D. Statement I is incorrect but Statement II is correct.

Answer: C

Solution:

Compound (A) in Statement-I and compound in Statement-II is not the mirror image of (I).

-------------------------------------------------------------------------------------------------

Question85
Given below are two statements:
Statement I A mixture of chloroform and aniline can be separated by
simple distillation.
Statement II When separating aniline from a mixture of aniline and
water by steam distillation aniline boils below its boiling point.
In the light of the above statements, choose the most appropriate
answer from the options given below.
[26 Feb 2021 Shift 1]
Options:

A. Statement I is false but statement II is true

B. Both statement I and statement II are false

C. Statement I is true but statement II is false

D. Both statement I and statement II are true

Answer: D

Solution:

Solution:
Statement I is true, i.e. a mixture of chloroform and aniline can be separated by simple distillation. Boiling points of
chloroform (334K ) and aniline (457 K) differ largely. So, on boiling the\/mixture, vapours of CH Cl 3 are formed first which
is then condensed to pure liquid CH Cl 3.
Whereas, the vapours of aniline will form later and liquid aniline can be collected separately.
Statement II is also true, i.e. aniline and water can be separated by steam distillation technique. Aniline is steam volatile
but immiscible with water. So, a mixture of aniline and water will boil close to but below 373K . After distillation, the
mixture of aniline (bottom layer) and water (top layer) can be separated by separating funnel.
So, both statements I and II are true (option-d).

-------------------------------------------------------------------------------------------------

Question86
Reagent, 1-naphthylamine and sulphanilic acid in acetic acid is used for
the detection of
[18 Mar 2021 Shift 1]
Options:

A. N 2O

B. N O3−

C. N O

D. N O2−

Answer: D

Solution:

When a solution is acidified with acetic acid, sulphanilic acid and then 1-naphthylamine is added, the red coloured
− −
precipitate obtain indicates presence of N O2 anions. For detection of N O2 following test is used.
-------------------------------------------------------------------------------------------------

Question87
Nitrogen can be estimated by Kjeldahl's method for which of the
following compound?
[17 Mar 2021 Shift 2]
Options:

A.

B.
C.

D.

Answer: B

Solution:

Solution:
Nitrogen can be estimated by Kjeldahl's method for the benzyl amine as in this compound nitrogen is not the part of ring
and is free to react.
Because this method can be readily applied to the compound in which nitrogen is free to react with the reagent. The
compounds which have nitrogen in the ring (like pyridine), an azo compound, or in nitro compounds are not readily
converted into the ammonium sulphate by the action of sulphuric acid.

-------------------------------------------------------------------------------------------------

Question88
Given below are two statements.
Statement I Retardation factor (Rf ) can be measured in
metre\/centimetre.
Statement II Rf value of a compound remains constant in all solvents.
Choose the most appropriate answer from the options given below
[17 Mar 2021 Shift 1]
Options:

A. Statement I is true but statement II is false.

B. Both statement I and statement II are true.

C. Both statement I and statement II are false.

D. Statement I is false but statement II is true.

Answer: C

Solution:
 Distance moved by the substance from base line (x)
Rf =
Distance moved by the solvent from base line (y)
Rf (Retardation factor is dimensionless)
Different compounds are differently adsorbed in various.
So, Rf value of a compound varies with solvent and it is not constant. Both statements I and II are false.

-------------------------------------------------------------------------------------------------

Question89
In chromatography technique, the purification of compound is
independent of
[16 Mar 2021 Shift 1]
Options:

A. mobility or flow of solvent system

B. solubility of the compound

C. length of the column or TLC plate

D. physical state of the pure compound

Answer: D

Solution:
In chromatography technique, the purification of compound is independent of physical state of the pure compound
(stationary phase). Chromatography is based on the principle of adsorbtion. Different substances are differently
adsorbed.
The technique of chromatography uses the difference in the rates at which the components of a mixture move through a
porous medium (stationary phase) under the influence of some solvent or gas (moving phase).

-------------------------------------------------------------------------------------------------

Question90
Consider the above reaction where 6.1g of benzoic acid is used to get
7.8g of m-bromo benzoic acid. The percentage yield of the product is
......... . (Round off to the nearest integer). [Given : Atomic masses :
C = 12.0u, H = 1.0u, O = 16.0u, Br = 80.0u ]
[18 Mar 2021 Shift 2]

Answer: 78

Solution:

Moles of benzoic acid

6.1 (weight)
=
122 (molecular weight)
= moles of m-bromobenzoic acid
So, weight of m-bromobenzoic acid
6.1
= × 201g
122
= 10.05g
Actual weight
% yield = × 100
Theoretical weight
7.8
= × 100
10.05
= 77.61% = 78%

-------------------------------------------------------------------------------------------------

Question91
________ grams of 3-hydroxy propanal (M W = 74) must be dehydrated to
produce 7.8g of acrolein (M W = 56)(C3H 4O), if the percentage yield is
64 (Round off to the nearest integer). [Given: Atomic masses :
C = 12.0u, H = 1.0u, O = 16.0u ]
[18 Mar 2021 Shift 1]

Answer: 16

Solution:

On reaction
Δ
H O − CH 2 − CH 2 − CH O ⟶C3H 4O + H 2O
3-hydroxy propanal 64 Acrolein
(mol . wt = 74) (mol . wt = 56)
Let's assume required man of 3-hydroxypropanal be x to produce 0.64g acrolein.
∴ Number of moles = x/74
x
Now, 7.8g of acrolein gives, × 0.64 = 7.8/56
74
⇒x = 16.10
or x ≅ 16.00
Question92
A reaction of 0.1 mole of benzylamine with bromomethane gave 23g of
benzyl trimethyl ammonium bromide. The number of moles of
−1
bromomethane consumed in this reaction are n × 10 , when n = ........
(Round off to the nearest integer).
(Given : Atomic masses: C = 12.0u, H = 1.0u, N = 14.0u, Br = 80.0u ]
[18 Mar 2021 Shift 1]

Answer: 3

Solution:

Benzylamine reacts with bromoethane to produce benzyl trimethyl ammonium bromide.

The reaction is as follows :

+ −
Ph − CH 2N H 2 + 3CH 3Br ⟶ PhCH 2N µ 3Br
w = 23g = 0.1mol
m 230
⇒0.1 × 3 = 03
−1
Total moles of CH 3Br = 03 = 3 × 10 mol .

-------------------------------------------------------------------------------------------------

Question93
Which purification technique is used for high boiling organic liquid
compound (decomposes near its boiling point)?
[22 Jul 2021 Shift 2]
Options:
A. Simple distillation

B. Steam distillation

C. Fractional distillation

D. Reduced pressure distillation

Answer: D

Solution:

Solution:
Reduced pressure distillation or vacuum distillation is used for the purification of high boiling organic liquids which
decomposes at or below their boiling point.

-------------------------------------------------------------------------------------------------

Question94
The metal that can be purified economically by fractional distillation
method is:
[20 Jul 2021 Shift 1]
Options:

A. Fe

B. Zn

C. Cu

D. Ni

Answer: B

Solution:

Solution:
Zinc can be purified economically by fractional distillation.

-------------------------------------------------------------------------------------------------

Question95
0.8 g of an organic compound was analysed by Kjeldahl's method for the
estimation of nitrogen. If the percentage of nitrogen in the compound
was found to be 42%, then __________ mL of 1 M H 2SO4 would have been
neutralized by the ammonia evolved during the analysis.
[25 Jul 2021 Shift 2]

Answer: 12
Solution:

Organic compound : 0.8gm

wt. of N =
42
100 (
× 0.8 gm )
42 × 0.8 2.4
mole of N = = mol
100 × 14 100
2.4
moles of N H 3 =
100
2N H 3 + H 2SO4 → (N H 4)2SO4

2.4 1.2
mole mole
100 100
1.2
= 1 × V (l )
100
1.2
⇒V H SO = l = 12ml
2 4 100

-------------------------------------------------------------------------------------------------

Question96

For above chemical reactions, identify the correct statement from the
following:
[20 Jul 2021 Shift 1]
Options:

A. Both compound 'A' and compound 'B' are dicarboxylic acids

B. Both compound 'A' and compound 'B' are diols

C. Compound 'A' is diol and compound 'B' is dicarboxylic acid

D. Compound 'A' is dicarboxylic acid and compound 'B' is diol

Answer: D

Solution:

Solution:
-------------------------------------------------------------------------------------------------

Question97
Methylation of 10 g of benzene gave 9.2 g of toluene. Calculate the
percentage yield of toluene ______. (Nearest integer)
[22 Jul 2021 Shift 2]

Answer: 78

Solution:
C6H 6 + CH 3Cl → C6H 5CH 3 + H Cl
10
78 ( 10
78
× 92 ) gm⇒
Ay 9.2
= % yield = × 78 × 100 ⇒ 78%
Ty 920

-------------------------------------------------------------------------------------------------

Question98
When 0.15g of an organic compound was analyzed using Carius method
for estimation of bromine, 0.2397g of AgBr was obtained. The
percentage of bromine in the organic compound is ________.(Nearest
integer)
[Atomic mass : Silver = 108, Bromine = 80 ]
[20 Jul 2021 Shift 2]

Answer: 68

Solution:
Moles of Br = Moles of AgBr obtained
0.2397
⇒ Mass of Br = × 80g
188
therefore % Br in the organic compound
W Br
= × 100
WT
0.2397 × 80
= × 100 = 0.85 × 80
188 × 0.15
= 68
⇒ Nearest integer is '68'

-------------------------------------------------------------------------------------------------

Question99
In Carius method, halogen containing organic compound is heated with
fuming nitric acid in the presence of :
[20 Jul 2021 Shift 2]
Options:

A. H N O3

B. AgN O3

C. CuSO4

D. BaSO4

Answer: B

Solution:

Solution:
Organic compound is heated with fuming nitric acid in the presence of silver nitrate in carius method.
− −
Lunar caustic (AgN O3) is used as reagent hare to distinguish Cl , Br and I respectively as follows.
AgN O3
Cl −(aq) ─────▸AgCl ↓ppt white
AgN O3
Br−(aq) ─────▸AgBr ↓ ppt pale yellow
AgN O3
I −(aq) ─────▸AgI ↓ ppt Dark yellow

-------------------------------------------------------------------------------------------------

Question100
In the sulphur estimation, 0.471g of an organic compound gave 1.44g of
barium sulphate. The percentage of sulphur in the compound is .........%.
(Nearest integer)
(Atomic mass of Ba = 137u )
[26 Aug 2021 Shift 2]

Answer: 42
Solution:

Atomic mass of sulphur is 32 g.

Molecular weight of BaSO4 is 233g.
So, weight of sulphur in BaSO4
Atomic mass of sulphur
= × Weight of BaSO4
Molecular weight of BaSO4
32
= × 1.44
233
Weight of sulphur
Percentage of sulphur = × 100
Weight of organic compound
32 1.44
= × × 100 = 41.98 ≃ 42%
233 0.471
-------------------------------------------------------------------------------------------------

Question101
The number of stereoisomers possible for 1, 2 - dimethyl cyclopropane
is
[26 Aug 2021 Shift 2]
Options:

A. one

B. four

C. two

D. three

Answer: D

Solution:

1, 2-dimethylcyclopropane is

Hence, stereoisomers are as follows

meso form in optically inactive, whereas enantiomeric pairs are optically active. Therefore, total number of stereo
isomers are three (3).

-------------------------------------------------------------------------------------------------

Question102
Arrange the following conformational isomers of n -butane in order of
their increasing potential energy
[31 Aug 2021 Shift 2]
Options:

A. II < III

B. I < IV < III < II

C. II < IV < III < I

D. I < III < IV < II

Answer: D

Solution:

The order of potential energy of above conformations is

The fully eclipsed form is least stable due to repulsion between bulky (−CH3) methyl group at front and rear carbon
atom.
∴ It has maximum potential energy.
While the repulsion in anti form is minimum.
∴ It has minimum potential energy.

-------------------------------------------------------------------------------------------------

Question103
Given below are two statements.
One is labelled as Assertion (A) and the other is labelled as Reason (R).
Assertion (A) A simple distillation can be used to separate a mixture of
propanol and propanone.
Reason (R) Two liquids with a difference of more than 20°C in their
boiling points can be separated by simple distillations.
In the light of the above statements, choose the most appropriate
answer from the
options given below.
[31 Aug 2021 Shift 1]

Options:

A. (A) is false but (R) is true.

B. Both (A) and (R) are correct but (R) is not the correct explanation of (A).

C. (A) is true but (R) is false

D. Both (A) and (R) are correct and (R) is the correct explanation of (A).

Answer: D

Solution:
Propanol and propanone can be separated by simple distillation technique as difference in boiling point of propanol and
propanone is more than 20°C.
Boiling point of propanol = 97°C.
Boiling point of propanone = 56°C
Difference in boiling points = 41° C > 20°C
Hence, option (d) is correct.

-------------------------------------------------------------------------------------------------

Question104
The transformation occurring in Duma's method is given below
C2H7N + ( 2x + ) CuO → xCO
y
2 2 + 2y H2O + 2z N2 + ( 2x + ) Cu
y
2
The value of y is ........ . (Integer answer)
[31 Aug 2021 Shift 2]

Answer: 7

Solution:

For the reaction

C2H7N + ( 2x + 2y ) CuO → xCO
y z
H O + N2 +
2 2 2 2 + ( 2x + 2y ) Cu
On reactant side number of H-atom = 7
y
On product side number of H-atom = × 2
2
y
7= ×2
2
∴y=7

-------------------------------------------------------------------------------------------------

Question105
The number of moles of CuO, that will be utilised in Dumas method for
estimation nitrogen in a sample of 57.5g ofN, N- dimethylaminopentane
is ............ × 10−2 .(Nearest integer)

[27 Aug 2021 Shift 1]

Answer: 1125

Solution:
In Dumas method,
CxHyNz + 2x + ( y
2 ) y z
CuO → x CO2 + H2O + + 2x +
2 2
y
2 ( ) Cu
N, N-dimethylaminopentane has formula C7H17N.
So, relating with CxHyNz
x=7
y = 17
z=1
Molar mass of C7H17N = 115g
= 22.5 moles of CuO
57.5g i.e.
57.5
115( )
C7H17N will utilise
22.5
= × 57.5 moles of CuO
115
= 11.25g mol ≈ 1125 × 10−2 mol
-------------------------------------------------------------------------------------------------

Question106
In carius method for estimation of halogens, 0.2g of an organic
compound gave 0.188g of AgBr. The percentage of bromine in the
compound is ......... (Nearest integer)
[Atomic mass; Ag = 108, Br = 80]
[27 Aug 2021 Shift 1]

Answer: 40

Solution:

Mass of bromine = 80 u
Mass of silver = 108 u
Mass of AgBr = 108 + 80 = 188 u
Weight of organic compound = 0.2 g
Molar mass of Br Weight of AgBr
% of Br = × × 100
Molar mass of AgBr Weight of organic compound
80 0.188
= × × 100 = 40%.
188 0.2

-------------------------------------------------------------------------------------------------

Question107
The increasing order of basicity for the following intermediates is (from
weak to strong)
 CH3
|

(i) H 3C − CΘ
|
CH3
Θ
(ii) H 3C = CH − CH
2
Θ
(iii) H C ≡ C
Θ
(iv) CH
3
⊖

(v) CN
[Jan. 09,2020 (I)]
Options:

A. (iii) <(i) < (ii) < (iv) < (v)

B. (v) < (i) < (iv) < (ii) < ( iii )

C. (v) < ( iii ) < ( ii ) < (iv) < (i)

D. (iii) <(iv) < (ii) < (i) < (v)

Answer: C

Solution:

Solution:
Basicity order can be determined by the cummulative effect of the factors on the electron density of concerned atom.

-------------------------------------------------------------------------------------------------

Question108
A flask contains a mixture of is hexane and 3 methyl pentane. One of the
∘ ∘
liquids boils at 63 C while the other boils at 60 C. What is the best way
to separate the two liquids and which one will be distilled out first?
[Jan. 08,2020(I)]
Options:

A. fractional distillation, isohexane

B. simple distillation, 3 -methylpentane

C. simple distillation, isohexane

D. fractional distillation, 3 -methylpentane

Answer: A

Solution:
Liquid having lower boiling point comes out first in fractional distillation. Simple distillation can't be used as boiling point
difference is very small.
3-Methylpantane will show greater boiling point (63∘C) comparative to isohexane due to symmetrical structure. Therefore
isohexane distilled out first.
-------------------------------------------------------------------------------------------------

Question109
The correct order of stability for the following alkoxides is:

[Jan. 07, 2020 (II)]

Options:

A. (B) > (A) > (C)

B. (C) > (B) > (A)

C. (C) > (A) > (B)

D. (B) > (C) > (A)

Answer: B

Solution:

Solution:
Electron withdrawing group like (N O2) increase stability of alkoxide ion by dispersal of negative charge.
In (B) and (C) structures negative charge is in conjugation with double bond and also stabilised by electron withdrawing
effect of nitro group.

-------------------------------------------------------------------------------------------------

Question110
The IUPAC name of the following compound is:

[Sep. 06, 2020 (II)]

Options:

A. 2 -nitro-4-hydroxymethyl-5-amino benzaldehyde

B. 3-amino-4-hydroxymethyl-5-nitrobenzaldehyde

C. 5-amino-4-hydroxymethyl-2-nitrobenzaldehyde

D. 4 -amino-2-formyl- 5 -hydroxymethyl nitrobenzene

Answer: C
Solution:

5-Amino- 4 -hydroxymethyl-2-nitrobenzaldehyde

-------------------------------------------------------------------------------------------------

Question111
The IUPAC name of the following compound is :

[Sep. 04,2020 (I)]

Options:

A. 5-Bromo-3-methylcyclopentanoic acid

B. 4 -Bromo-2-methylcyclopentane carboxylic acid

C. 3-Bromo-5-methylcyclopentanoic acid

D. 3-Bromo-5-methylcyclopentane carboxylic acid

Answer: B

Solution:

4-Bromo-2-methylcyclopentane carboxylic acid

-------------------------------------------------------------------------------------------------

Question112
The IUPAC name for the following compound is :
[Sep. 02, 2020 (I)]
Options:

A. 2,5 -dimethyl-5-carboxy-hex-3-enal

B. 2,5 -dimethyl-6-carboxy-hex-3-enal

C. 2,5 -dimethyl-6-oxo-hex-3-enoic acid

D. 6-formyl-2-methyl-hex-3-enoic acid

Answer: C

Solution:

(2, 5 -dimethyl 1 − 6 -oxo-hex-3-enoic acid)

-------------------------------------------------------------------------------------------------

Question113
In an estimation of bromine by Carius method, 1.6g of an organic
compound gave 1.88g of AgBr. The mass percentage of bromine in the
compound is
(Atomic mass, Ag = 108, Br = 80gmol −1 )
[NV, Sep. 06, 2020 (I)]

Answer: 50

Solution:

Mass of organic compound = 1.6g

Mass of AgBr = 1.88g
1.88
Moles of Br = Moles of AgBr = = 0.01
188
Mass of Br = 0.01 × 80 = 0.80g
0.80 × 100
% of Br = = 50%
1.60
Wt. of AgBr Molar mass of Br
Alternate Method: % of Br = × × 100
W t . of O . C. AgBr
1.88 80
= × × 100 = 50%
1.6 188

-------------------------------------------------------------------------------------------------

Question114
Which one of the following compounds possesses the most acidic
hydrogen?
[Sep. 03,2020(I)]
Options:

A.

B. H 3C − C ≡ C − H

C.

D.

Answer: D

Solution:

Solution:
Acidic strength ∝−I , −M effect. Due to strong −I , and −M effect of three −COOCH 3 groups, it has most acidic
Hydrogen.

-------------------------------------------------------------------------------------------------

Question115
Glycerol is separated in soap industries by:
[Sep. 03,2020(I)]
Options:

A. Fractional distillation

B. Differential extraction

C. Steam distillation

D. Distillation under reduced pressure

Answer: D

Solution:
Glycerol can be separated from spent-lye in soap industry by using reduce pressure distillation technique.

-------------------------------------------------------------------------------------------------

Question116
What is the IUPAC name of the following compound?

[Jan. 10, 2019 (II)]

Options:

A. 3-Bromo-1, 2-dimethylbut-1-ene

B. 3-Bromo-3-methyl-1,2-dimethylprop-1-ene

C. 2-Bromo-3-methylpent-3-ene

D. 4-Bromo-3-methylpent-2-ene

Answer: D

Solution:

Solution:
IUPAC name: 4 -Bromo-3-methylpent- 2 -ene

-------------------------------------------------------------------------------------------------

Question117
The IUPAC name for the following compound is:

[April 12, 2019 (II)]

Options:

A. 3 -methyl-4-(3-methylprop-l-enyl)-l-heptyne

B. 3,5-dimethyl-4-propylhept-6-en-l-yne

C. 3-methyl-4-(1-methylprop-2-ynyl)-l-heptene
D. 3,5-dimethyl-4-propylhept-l-en-6-yne

Answer: D

Solution:

3, 5 -dimethyl-4-propylhept- 1 -en-6-yne

-------------------------------------------------------------------------------------------------

Question118
The correct IUPAC name of the following compound is:

[April 9, 2019(I)]
Options:

A. 5-chloro-4-methyl-1-nitrobenzene

B. 2 -chloro-1-methyl-4-nitrobenzene

C. 3-chloro-4-methyl-1-nitrobenzene

D. 2 -methyl-5-nitro-1-chlorobenzene

Answer: B

Solution:

2-Chloro-1-methyl-4-nitrobenzene

-------------------------------------------------------------------------------------------------

Question119
The IUPAC name of the following compound is:
CH3 OH
| |

H 3C − C H − C H − CH 2 − COOH
[April 8, 2019 (I)]
Options:

A. 4, 4-Dimethyl-3-hydroxybutanoic acid

B. 2-Methyl-3-hydroxypentan-5-oic acid

C. 3-Hydroxy-4-methylpentanoic acid

D. 4-Methyl-3-hydroxypentanoic acid

Answer: C

Solution:

3-Hydroxy-4-methyl pentanoic acid

-------------------------------------------------------------------------------------------------

Question120
Which of the following compounds will show the maximum 'enol'
content?
[April 8, 2019 (II)]
Options:

A. CH 3COCH 2COOC2H 5

B. CH 3COCH 2COCH 3

C. CH 3COCH 3

D. CH 3COCH 2CON H 2

Answer: B

Solution:

Solution:
Enolic form of acetylacetone (b) is quite stable due to H-bonding which leads to stable 6 -membered ring.

-------------------------------------------------------------------------------------------------

Question121
The increasing order of nucleophilicity of the following nucleophiles is:
 ⊖
(i) CH 3CO2
(ii) H 2O
⊖
(iii) CH 3SO3
⊖

(iv) OH
[April 10, 2019 (II)]
Options:

A. (i) <(iv) < (iii) < (ii)

B. (ii) <( iii ) < ( iv )< (i)

C. (iv) <(i) < (iii) < (ii)

D. (ii) <(iii) < (i) < (iv)

Answer: D

Solution:

Solution:
If the lone pair donating tendency on oxygen is reduced, nucleophilicity reduced. This is because the electron density of
larger atoms is more readily distorted since the electrons are further from the nucleus.
H 2O = Neutral molecule
O
||
⊖
CH 3SO3 = CH 3S−O− = Charged ion
||
O

CH 3COO = CH 3 − C−O− = Charged ion

⊖

||
O
⊖
OH = Charged ion
Thus, the increasing order of nucleophilicity is:
⊖ ⊖
H 2O < CH 3SO3 < CH 3COO < OH

-------------------------------------------------------------------------------------------------

Question122
The IUPAC name of the following compound is:

[Online April 15, 2018(I)]

Options:

A. 3 -cthyl-4-methylhex-4-ene

B. 4,4 -diethyl-3-methylbut-2-ene

C. 4 -methyl-3-ethylhex-4-ene

D. 4 -ethyl-3-methylhex-2-ene
Answer: D

Solution:

4-Ethyl-3-methylhex-2-cne

-------------------------------------------------------------------------------------------------

Question123
The increasing order of basicity of the following compounds is

[2018]
Options:

A. (i) < (ii) < (iii) < (iv)

B. ( ii ) < ( i ) < ( iii ) < ( iv )

C. (ii) <(i) < (iv) < (iii)

D. (iv) < (ii) < (i) < (iii)

Answer: C

Solution:
Question124
The most polar compound among the following is:
[Online April 16, 2018]
Options:

A.

B.

C.

D.

Answer: C

Solution:
Among the substituents attached to the given compounds, fluorine has maximum electronegativity. so it will push
electron pair towards itself. In option (b), the two F groups are attached opposite to each other, thus net dipole moment
will cancel out and reduce its polarity. In option (d), the F groups are attached in slightly opposite direction, thus this
also decreases its polarity. But in option (c), the compound has the two F groups along same direction, thus net dipole
moment will increase in this direction and therefore it will exhibit maximum polarity. Hence the compound in option (c)
has maximum polarity.

-------------------------------------------------------------------------------------------------
Question125
On the treatment of the following compound with a strong acid, the
most susceptible site for bond cleavage is:

[Online April 15, 2018(II)]

Options:

A. O2 − C3

B. O5 − C6

C. C4 − O5

D. C1 − O2

Answer: B

Solution:

Solution:
The lone pair of electrons on O2 is involved in resonance with C = C. Hence O2 will not be protonated. The lone pair of
electrons on O5 is not involved in resonance with C = C. Hence, O5 will be protonated. Chloride ion will then attack least
substituted C atom (C6)

-------------------------------------------------------------------------------------------------
Question126
Two compounds I and II are eluted by column
chromatography(adsorption of I > II). Which one of the following is a
correct statement?
[Online April 15, 2018 (II)]
Options:

A. II moves slower and has higher Rp value than I

B. II moves faster and has higher Rf value than I

C. I moves faster and has higher Rf value than II

D. I moves slower and has higher Rf value than II

Answer: B

Solution:

Solution:
Since, adsorption of I > II, I is firmly attached to column (stationary phase). Hence, it moves slowly and will cover little
distance, while II is loosely attached to column (stationary phase). Hence, it moves faster and will cover large distance.

-------------------------------------------------------------------------------------------------

Question127
The IUPAC name of the following compound is:

[Online April 8, 2017]

Options:

A. 1, 1− dimethyl-2-ethylcyclohexane

B. 2 - ethyl −1, 1 -dimethylcyclohexane

C. I-cthyl-2,2-dimethylcyclohexane
D. 2, 2-dimethyl-1-ethylcyclohexane

Answer: B
Solution:

2-Ethyl-1,1-dimethylcyclohexane

-------------------------------------------------------------------------------------------------

Question128
In the following structure, the double bonds are marked as I, II, III and
IV

Geometrical isomerism is not possible at site(s):

[Online April 9, 2017]
Options:

A. III

B. I

C. I and III

D. III and IV

Answer: B

Solution:

-------------------------------------------------------------------------------------------------
Question129
Which of the following statements is not true about partition
chromatography?
[Online April 8, 2017]

Options:

A. Mobile phase can be a gas

B. Stationary phase is a finely divided solid adsorbent

C. Separation depends upon equilibration of solute between a mobile and a stationary phase

D. Paper chromatography is an example of partition chromatography

Answer: B

Solution:

Solution:
Partition chromatography is the process of separation whereby the component of the mixture get distributed into two
phases that may be liquid-liquid, liquid gas but not to solid-gas. Thus, it is not possible that the stationory phase is a
finally devided solid adsorbent in partition chromatography.

-------------------------------------------------------------------------------------------------

Question130
The increasing order of the boiling points for the following compounds
is :
(I) C2H 5OH
(II) C2H 5Cl
(III) C2H 5CH 3
(IV) C2H 5OCH 3
[Online April 9, 2017]

Options:

A. (III) < (IV) < (II) < (I)

B. (I V ) < (I I I ) < (I ) < (I I )

C. (I I ) < (I I I ) < (I V ) < (I )

D. (I I I ) < (I I ) < (I ) < (I V )

Answer: A

Solution:
(I) C2H 5OH Hydrogen bonding Hydrogen bonding > dipole-dipole
(II) C2H 5Cl Dipole-dipole C2H 5Cl is more polar than C2H 5OCH 3 so, dipole-dipole C2H 5Cl > dipole-dipoleC2H 5OCH 3
(III) C2H 5CH 3 Weak vander Waals yarces
(IV) C2H 5OCH 3 Dipole-dipole
Thus, boiling points order is
(I I I ) < (I V ) < (I I ) < (I ).
-------------------------------------------------------------------------------------------------

Question131
A mixture containing the following four compounds is extracted with
1M HCl. The compound that goes to aqueous layer is :

[Online April 8,2017]

Options:

A. (I)

B. (II)

C. (III)

D. (IV)

Answer: B

Solution:

Solution:

( ⊕
)
When the given mixture is shaken with 1M H Cl , amine get protonated and becomes cation R2N H 2 , which does not
dissolve in organic solvent but usually dissolve in H 2O due to its charge. So, shaking with aqueous H Cl willpull amines
into the aqueous phase and leave all other compounds in organic layer.

-------------------------------------------------------------------------------------------------

Question132
The increasing order of the reactivity of the following halides for the
SN 1 reaction is
CH 3CH CH 2CH 3CH 3CH 2CH 2Cl
|
Cl
(I)
(II)
p − H 3CO − C6H 4 − CH 2Cl
(III)

[2017]
Options:

A. (I I I ) < (I I ) < (I )

B. (I I ) < (I ) < (I I I )
C. (I ) < (I I I ) < (I I )

D. (I I ) < (I I I ) < (I )

Answer: B

Solution:

Solution:
Since SN 1 reactions involve the formation of carbocation as intermediate in the rate determining step, more the stability
of carbocation higher will be the reactivity of alkyl halides towards SN 1 route. Since stability of carbocationsfollows order.
CH 3 − CH 2 − CH 2 < CH 3 − CH − CH 2 − CH 3
∘ ∘
1 carbocation 2 carbocation
<p − H 3CO − C6H 4 − CH 2
Max . stable due to + M effect of − OCH3 group.

-------------------------------------------------------------------------------------------------

Question133
Which of the following molecules is least resonance stabilized?
[2017]
Options:

A.

B.

C.

D.

Answer: D

Solution:
is nonaromatic and hence least resonance stabilized, whereas other three are aromatic.

-------------------------------------------------------------------------------------------------

Question134
The hydrocarbon with seven carbon atoms containing a neopentyl and a
vinyl group is:
[Online April 9, 2016]
Options:

A. 2,2 - dimethyl −4 - pentene

B. 4,4 - dimethyl pentene

C. isopropyl-2-butene

D. 2, 2- -dimethyl-3-pentene

Answer: B

Solution:

4, 4− Dimethyl pentene

-------------------------------------------------------------------------------------------------

Question135
The absolute configuration of is:

[2016]
Options:

A. (2S, 3S)

B. (2R, 3R)

C. (2R, 3S)
D. (2S, 3R)

Answer: D

Solution:

-------------------------------------------------------------------------------------------------

Question136
The distillation technique most suited for separating glycerol from
pent-l-ye in the soap industry is:
[2016]
Options:

A. Steam distillation.

B. Distillation under reduced pressure.

C. Simple distillation

D. Fractional distillation

Answer: B
Solution:

Pent-l-ye and glycerol are separated by distillation under reduced pressure. Under the reduced pressure, the liquid boil at
low temperature and the temperature of decomposition will not reach. e.g. glycerol boils at 290∘C with decomposition
but at reduced pressure it boils at 180∘C without decomposition.

-------------------------------------------------------------------------------------------------

Question137
Which of the following compounds will exhibit geometrical isomerism?
[2015]
Options:

A. 2 - Phenyl −1 - butene

B. 1, 1− Diphenyl −1 - propene

C. 1 - Phenyl −2 - butene

D. 3 - Phenyl - 1 - butene

Answer: C

Solution:

H
|
H 3C − C = CH − CH 2Ph
In 1 -phenyl-2-butene, the two groups around the doubly bonded carbons are different. This compound can show cis-and
trans-isomerism.

-------------------------------------------------------------------------------------------------

Question138
The optically inactive compound from the following is:
[Online April 10, 2015]
Options:

A. 2 - chloropropanal

B. 2 - chlorobutane

C. 2 - chloropentane

D. 2 - chloro −2 - methylbutane

Answer: D
Solution:

The optically inactive compound must contains achiral carbon atom(s). Option (d) contains achiral carbon atom

-------------------------------------------------------------------------------------------------

Question139
The number of structural isomers for C6H 14 is :
[Online April 11,2015]
Options:

A. 4

B. 3

C. 6

D. 5

Answer: D

Solution:

-------------------------------------------------------------------------------------------------
Question140
Which of the following pairs of compounds are positional isomers ?
[Online April 11,2015]
Options:

A. CH 3 − CH 2 − CH 2 − C − CH 3 and CH 3 − CH 2 − C − CH 2 − CH 3
|| ||
O O

O
||
B. CH 3 − CH 2 − CH 2 − CH 2 − CH O and CH 3 − CH 2 − CH 2 − C − CH 3

C. CH 3 − CH 2 − CH 2 − C − CH 3 and CH 3 − CH − CH 2 − CH O
|| |
O CH3

CH 3
D. CH 3 − CH 2 − C − CH 2 − CH 3and CH 3
CH − CH 2 − CH O
||
O

Answer: A

Solution:

Solution:
Pentan-2-one and pentan-3-one are position isomers. (b), (c), (d) contain different compounds aldehyde and ketones.
These exhibit functional group is omerism.

-------------------------------------------------------------------------------------------------

Question141
In allene (C3H 4), the type(s) of hybridization of the carbon atoms is
(are):
[Online April 11, 2014]
Options:

A. sp and sp3

B. sp2 and sp

C. only sp2

D. sp2 and sp3

Answer: B

Solution:

-------------------------------------------------------------------------------------------------
Question142
The correct IUPAC name of the following compound is:

[Online April 19, 2014]

Options:

A. 4 - methyl −3 - ethylhexane

B. 3 - ethyl −4 - methylhexane

C. 3,4 -ethylmethylhexane

D. 4 - ethyl - 3 - methylhexane

Answer: B

Solution:

-------------------------------------------------------------------------------------------------

Question143
Which one of the following acids does not exhibit optical isomerism?
[Online April 12, 2014]
Options:

A. Lactic acid

B. Tartaric acid

C. Maleic acid

D. alpha -amino acids

Answer: C

Solution:

Solution:
Optically active compounds contain an asymmetric (chiral) carbon atom (a carbon atom attached to four different atoms
or groups). Therefore, all acids except maleic acid exhibit optical isomerism.
Question144
For which of the following molecule significant µ ≠ 0?

[2014]
Options:

A. Only (i)

B. (i) and (ii)

C. Only(iii)

D. (iii) and (iv)

Answer: D

Solution:

In both the molecules the bond moments are not cancelling with each other and hence the molecules has a resultant
dipole.

-------------------------------------------------------------------------------------------------

Question145
In which of the following pairs A is more stable than B ?
[Online April 9, 2014]
Options:

A.

B.
C.

D. Ph3C∙, (CH 3)3C∙

Answer: D

Solution:

Solution:
Ph3˙C is more stable than (CH 3)3˙C because resonance stabilisation effect in Ph3˙C is more pronounced as compared to
hyperconjugation stabilisation effect in (CH 3)3˙C, overall stability orderamong free radical is:
Triphenylmethyl > benzyl > allyl > tertiary alkyl > secondary > primary > methyl > vinyl

-------------------------------------------------------------------------------------------------

Question146
Arrange in the correct order of stability (decreasing order) for the
following molecules:
[Online April 22, 2013]
Options:

A. (I ) > (I I ) > (I I I ) > (I V )

B. (I V ) > (I I I ) > (I I ) ≈ (I )

C. (I ) > (I I ) ≈ (I I I ) > (I V )

D. (I I I ) > (I ) ≈ (I I ) > (I V )

Answer: D

Solution:

Question147
A solution of (−) − 1− chloro −1− phenylethane in toluene racemises
slowly in the presence of a small amount of SbCl 5, due to the formation
of:
[2013]
Options:

A. carbanion

B. carbene

C. carbocation

D. free radical

Answer: C

Solution:

Carbocations are planar, hence can beattacked on either sideto form racemic mixture.
SbCl 5 ⊕
−
Cl − CH − CH 3───────▶Ph − CH − CH 3 + SbCl 6 ⟶Ph − CH − CH 3 + SbCl 5
| Toluene |
Carbocation
ph Cl
(−) (d + l ) mixture

-------------------------------------------------------------------------------------------------

Question148
The order of stability of the following carbocations is:

[2013]
Options:

A. I I > I I > I

B. I I > I I I > I

C. I > I I > I I I

D. I I I > I > I I

Answer: D

Solution:

Solution:
Higher stability of allyl and benzyl carbocations is due to dispersal of positive charge by resonance
whereas in alkyl carbocations dispersal of positive charge on different hydrogen atoms is due to inductive effect. Hence
the correct order of stability will be

-------------------------------------------------------------------------------------------------

Question149
Which one of the following is most stable?
[Online April 9, 2013]
Options:

A.

B.
C.

D.

Answer: A

Solution:

Solution:
3∘ carbocations are most stable.

-------------------------------------------------------------------------------------------------

Question150
Given

In the above compounds correct order of reactivity in electrophilic

substitution reactions will be:
[Online April 25,2013]
Options:

A. B > A > C > D

B. D > C > B > A

C. A > B > C > D

D. B > C > A > D

Answer: A

Solution:
−Cl and −CH 3 groups are o and p directing. They are electron releasing due to +M and hyperconjugation effects.
Further since such groups increase electron density in the nucleus, they facilitate further electrophilic substitution and
hence known as activating group. The activating effect of these groups is in order of −CH 3 > −X but chlorine
exceptionally deactive the ring due to strong − I effect. Hence, it is difficult to carry out substitution in chlorobenzene
than in benzene. Further −N O2 is a deactivating group, hence deactivates the benzene nucleus, i.e. hinder the further
substitution. Thus nitrobenzene undergo electrophilic substitution with a great difficulty, hence the correct order will be

-------------------------------------------------------------------------------------------------

Question151
In nucleophilic substitution reaction, order of halogens as incoming
(attacking) nucleophile is:
I − > Br−>Cl −
The order of halogens as departing nucleophile should be:
[Online April 25, 2013]
Options:

A. Br− > I −>Cl −

B. I −>Br− > Cl −

C. Cl − > Br− > I −

D. Cl − > I − > Br−

Answer: B

Solution:

Solution:
Since the leaving group breaks away as a base, it is easier to displace weaker bases as compared to stronger bases. Thus
less basic the substituent, the more easily it is displaced.
Since the basic strength of the given groups is in order.
− − −
I < Br < Cl
Thus the order of halogen leaving groups is
− −
I > Br > Cl

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Question152
Which of the following cannot be represented by resonance structures?
[Online May 7, 2012]
Options:

A. Dimethyl ether

B. Nitrate anion
C. Carboxylate anion

D. Toluene

Answer: A

Solution:

Solution:
Ethers, due to absence of delocalized pair of electrons do not show resonance.

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Question153
The IUPAC name of the compound is

[Online May 7, 2012]

Options:

A. 1,2 -propoxide

B. propylene oxide

C. 1, 2− oxo propane

D. 1,2 -cpoxy propane

Answer: D

Solution:

Solution:
1,2 -Epoxy propane is the correct IUPAC name of given compound.

-------------------------------------------------------------------------------------------------

Question154
The IUPAC name of the following compound is

[Online May 19,2012]

Options:

A. (E)-2-hepten-4-yne

B. (Z ) − 5 -hepten- 3 -yne

C. (E)-5-hepten-3-yne

D. (Z)-2-hepten-4-yne
Answer: A

Solution:

Solution:

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Question155
Dipole moment is shown by
[Online May 26, 2012]
Options:

A. 1,2 -dichlorobenzene

B. trans-2, 3 -dichloro-2-butene

C. 1,4 -chlorobenzene

D. trans-1,2-dinitroethene

Answer: A

Solution:

Solution:
In 1,2 -dichlorobenzene the two dipoles are at 60∘ (i.e. unsymmetric). Thus possesses dipole moment.

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Question156
How many cyclic structures are possible for C4H 6 ?
[Online May 7, 2012]
Options:

A. 3

B. 5

C. 6

D. 4

Answer: B

Solution:
Five cyclic structures are possible for C4H 6. These are as following:

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Question157
Maleic acid and fumaric acids are
[Online May 26,2012]
Options:

A. chain isomers

B. functional isomers

C. tautomers

D. geometrical isomers

Answer: D

Solution:

Solution:
Maleic acid and fumaric acids are geometrical isomers.

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Question158
In the below mentioned compounds the decreasing order of reactivity
towards electrophilic substitution is
[Online May 12, 2012]
Options:

A. (iv) > (i) > (ii) > (iii)

B. (ii) >(iii) > (i) > (iv)

C. (iii) >(i) > (iv)> (ii)

D. (i) > (ii) > (iii) > (iv)

Answer: D

Solution:

Solution:
−OCH 3 and −CH 3 groups are activating group while −CF 3 is a deactivating group. Thus order is

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Question159
The change in the optical rotation of freshly prepared solution of
glucose is known as:
[2011RS]
Options:

A. racemisation

B. specific rotation

C. mutarotation

D. tautomerism

Answer: C

Solution:

Solution:
When either of the two forms of glucose is dissolved in water, there is change in rotation till the equilibrium value of
+52.5∘. This is known as mutarotation
α − D(+) Glucose ⇌ Equilibrium mixture ⇌β − D − (+) Glucose
+111.5° ∘ +19.5°
+52.5

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Question160
Out of the following, the alkene that exhibits optical isomerism is
[2010]
Options:

A. 3-methyl-2-pentene

B. 4 -methyl-1-pentene

C. 3-methyl-1-pentene

D. 2 -methyl-2-pentene

Answer: C

Solution:

Solution:
H
*
|
H 2C = H C − C − CH 2 − CH 3
|
CH3
3- Methyl-1-pentene

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Question161
The correct order of increasing basicity of the given conjugate bases
(R = CH 3) is
[2010]
Options:

A. RCOO < H C ≡ C < R < N H 2

B. R < H C ≡ C < RCOO < N H 2

C. RCOO < N H 2 < H C ≡ C < R

D. RCOO < H C ≡ C < N H 2 < R

Answer: D

Solution:

Solution:
The corresponding conjugate acid are CH 3
COOH > CH ≡ CH > N H 3 > RH
Most acidic Least acidic
∴ the correct order of basicity is RCOO− < CH ≡ C− < N H 2 − < R−

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Question162
The IUPAC name of neopentane is
[2009]
Options:

A. 2, 2-dimethylpropane

B. 2-methylpropane

C. 2,2 -dimethylbutane

D. 2- methylbutane

Answer: A

Solution:

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Question163
The alkene that exhibits geometrical isomerism is:
[2009]
Options:

A. 2 - methyl propene

B. 2 -butene

C. 2 - methyl −2 - butene

D. propene

Answer: B

Solution:
-------------------------------------------------------------------------------------------------

Question164
The number of stereoisomers possible for a compound of the molecular
formula CH 3 − CH = CH − CH (OH ) − M e is:
[2009]
Options:

A. 2

B. 4

C. 6

D. 3

Answer: B

Solution:

CH 3 − CH = CH − C H CH
|
OH 3
It exhibits both geometrical as well as optical isomerism.
cis −R cis −S
trans - R trans - S

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Question165
Arrange the carbanions,
(CH 3)3C, CCl 3, (CH 3)2CH , C6H 5CH 2
order of their decreasing stability is
[2009]
Options:

A. (CH 3)2CH > CCl 3 > C6H 5CH 2 > (CH 3)3C

B. CCl 3 > C6H 5CH 2 > (CH 3)2CH > (CH 3)3C

C. (CH 3)3C > (CH 3)2CH > C6H 5CH 2 > CCl 3

D. C6H 5CH 2 > CCl 3 > (CH 3)3C > (CH 3)2CH

Answer: B
Solution:

-------------------------------------------------------------------------------------------------

Question166
The correct decreasing order of priority for the functional groups of
organic compounds in the IUPAC system of nomenclature is
[2008]
Options:

A. −COOH , −SO3H , −CON H 2, −CH O

B. −SO3H , −COOH , −CON H 2, −CH O

C. −CH O, −COOH , −SO3H , −CON H 2

D. −CON H 2 − CH O, −SO3H , −COOH

Answer: A

Solution:

The correct order of priority for the given functional group is

-------------------------------------------------------------------------------------------------

Question167
The absolute configuration of

[2008]
Options:

A. S, S

B. R, R
C. R, S

D. S, R

Answer: B

Solution:

Solution:
The absolute configuration is (R, R)
(use priority rules to get the absolute configuration)

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Question168
⊕
The electrophile, E attacks the benzene ring to generate the
intermediate σ− complex. Of the following, which σ− complex is lowest
energy?
[2008]
Options:

A.

B.

C.

D.

Answer: B

Solution:
In option (b) the complex formed is with benzene whereas in other cases it is formed with nitrobenzene with −N O2 group
in different positions (o−, m−, p−). The complex formed with nitrobenzene in any position of −N O2 group is less
stablethan the complex formed with benzene, so the most stable complex has lowest energy.

-------------------------------------------------------------------------------------------------

Question169
The IUPAC name of is

[2007]
Options:

A. 3-ethyl-4,4-dimethylheptane

B. 1,1 -diethyl-2,2-dimethylpentane

C. 4,4 -dimethyl −5, 5 -diethylpentane

D. 5,5 -dicthyl −4, 4 -dimethylpentane.

Answer: A

Solution:

-------------------------------------------------------------------------------------------------

Question170
Which one of the following conformations of cyclohexane is chiral?
[2007]
Options:

A. Boat

B. Twist boat

C. Rigid

D. Chair

Answer: B

Solution:
Chiral conformation will not have plane of symmetry. Since twist boat does not have plane of symmetry, it is chiral.

-------------------------------------------------------------------------------------------------

Question171
Which of the following molecules is expected to rotate the plane of
plane-polarised light?
[2007]
Options:

A.

B.

C.

D.

Answer: B

Solution:

Solution:
The organic compounds which have chiral carbon atom (a carbon atom attached to four different groups or atoms) and
do not have plane of symmetry rotate plane polarised light.
CHO
*
|
HO− C − H (* is asymmetric carbon)
|
CH2 OH
Question172
Presence of a nitro group in a benzene ring
[2007]
Options:

A. deactivates the ring towards electrophilic substitution

B. activates the ring towards electrophilic substitution

C. renders the ring basic

D. deactivates the ring towards nucleophilic substitution.

Answer: A

Solution:

Solution:
Nitro group is electron withdrawing group, so it deactivates the ring towards electrophilic substitution.

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Question173
The IUPAC name of the compound shown below is :

[2006]
Options:

A. 3 -bromo-1-chlorocyclohexene

B. 1 -bromo-3-chlorocyclohexene

C. 2 -bromo-6-chlorocyclohex-1-ene

D. 6-bromo-2-chlorocyclohexene

Answer: A

Solution:

3-Bromo-1-chlorocyclohexene

-------------------------------------------------------------------------------------------------
Question174
Increasing order of stability among the three main conformations (i.e.
Eclipse, Anti, Gauche) of 2 -fluorocthanol is
[2006]
Options:

A. Eclipse, Anti, Gauche

B. Anti, Gauche, Eclipse

C. Eclipse, Gauche, Anti

D. Gauche, Eclipse, Anti

Answer: A

Solution:

Solution:

Due to hydrogen bonding between H &F gauche conformation is most stable, hence the correct order is Eclipse, Anti,
Gauche

-------------------------------------------------------------------------------------------------

Question175
The increasing order of stability of the following free radicals is
[2006]
Options:

A. (C6H 5)2˙CH < (C6H 5)3˙C < (CH 3)3˙C < (CH 3)2˙CH

B. (CH 3)2˙CH < (CH 3)3˙C < (C6H 5)2˙CH < (C6H 5)3˙C

C. (CH 3)3˙C < (CH 3)2˙CH < (C6H 5)2˙CH < (C6H 5)3˙C

D. (C6H 5)3˙C < (C6H 5)2˙CH < (CH 3)3˙C < (CH 3)2˙CH

Answer: B

Solution:

Solution:
The order of stability of free radicals
(C6H 5)3˙C > (C6H 5)2˙CH > (CH 3)3˙C > (CH 3)2˙CH
The stabilisation of first two is due to resonance and last two is due to hyper conjugation.

-------------------------------------------------------------------------------------------------
Question176
CH 3Br + N u− ⟶ CH 3 − N u + Br− The decreasing order of the rate of
the above reaction with nucleophiles (Nu ) A to D is
[N u− = (A)PhO, (B)AcO, (C)H O, (D)CH 3O−]
[2006]
Options:

A. A > B > C > D

B. B > D > C > A

C. D > C > A > B

D. D > C > B > A

Answer: C

Solution:

− − −
CH 3COO < C6H 5O < OH < OCH 3
−
e s are delocalised Max . e− density on O

-------------------------------------------------------------------------------------------------

Question177

The alkene formed as a major product in the above elimination reaction

is
[2006]
Options:

A.

B.

C.
D. CH 2 = CH 2

Answer: D

Solution:

Hofmann's rule : When theoretically more than one type of alkenes are possible in eliminations reaction, the alkene
containing least alkylated (least substituted) double bond is formed as major product. Hence

Note: Therefore less sterically hundred β -hydrogen is removed.

-------------------------------------------------------------------------------------------------

Question178
Which types of isomerism is shown by 2,3 -dichlorobutane?
[2005]
Options:

A. Structural

B. Geometric

C. Optical

D. Diastereo

Answer: C

Solution:

Solution:

CH 2 − CH 2, 2, 3 -Dichlorobutane exhibits optical isomerism due to the presence of two asymmetric carbon atoms.

-------------------------------------------------------------------------------------------------

Question179
Due to the presence of an unpaired electron, free radicals are:
[2005]
Options:
A. cations

B. anions

C. chemically inactive

D. chemically reactive

Answer: D

Solution:

Solution:
Free radicals are electrically neutral, unstable and very reactive on account of the presence of odd electrons.

-------------------------------------------------------------------------------------------------

Question180
The decreasing order of nucleophilicity among the nucleophiles is
(A) CH 2C − O−
||
O

(B) CH 3O−
(C) CN −

[2005]
Options:

A. (C) > (B) > (A) > (D)

B. (B) > (C) > (A) > (D)

C. (D) > (C) > (B) > (A)

D. (A) > (B) > (C) > (D)

Answer: A

Solution:

Solution:
In moving down a group, the basicity and nucleophilicity are inversely related, i.e. nucleophilicity increases while basicity
decreases. In going from left to right across a period, the basicity and nucleophilicity are directly related. Both of the
characteristics decrease as the electronegativity of the atom bearing lone pair of electrons increases. If the nucleophilic
centre of two or more species is same, nucleophilicity parallels basicity, i.e. more basic the species, stronger is its
nucleophilicity.
Hence based on the above facts, the correct order of nucleophilicity will be
− − − −
CN > CH 3O > CH 3COO > H 3CC6H 4SO3
(C) (B) (A) (D)

-------------------------------------------------------------------------------------------------

Question181
The IUPAC name of the compound is

[2004]
Options:

A. 3,3 -dimethyl −1 - cyclohexanol

B. 1, 1 -dimethyl-3-hydroxy cyclohexane

C. 3, 3-dimethyl-1-hydroxy cyclohexanc

D. 1, l-dimethyl-3-cyclohexanol

Answer: A

Solution:

3 , 3-Dimethyl - 1 cyclohexanol

-------------------------------------------------------------------------------------------------

Question182
2
Which one of the following does not have sp hybridised carbon?
[2004]
Options:

A. Acetonitrile

B. Acetic acid

C. Acetone

D. Acetamide

Answer: A

Solution:

Solution:
-------------------------------------------------------------------------------------------------

Question183
Which of the following will have a mesoisomer also?
[2004]
Options:

A. 2,3 - Dichloropentane

B. 2,3 -Dichlorobutane

C. 2-Chlorobutane

D. 2-Hydroxypropanoic acid

Answer: B

Solution:

Solution:
Note: Compounds containing two similar chiral Catoms have plane of symmetry and can exist in meso form too.

-------------------------------------------------------------------------------------------------

Question184
Amongst the following compounds, the optically active alkane having
lowest molecular mass is
[2004]
Options:
H
|
A. CH 3 − C −◁
|
C2H5

CH3
|
B. CH 3 − CH 2 − C H − CH 3
C. CH 3 − CH 2 − CH 2 − CH 3

D. CH 3 − CH 2 − C ≡ CH

Answer: A

Solution:

Only 2 -cylcopropylbutane has a chiral centre,

H
|
CH 3 − C −◁
|
C2H5

-------------------------------------------------------------------------------------------------

Question185
Which of the following compounds is not chiral?
[2004]
Options:

A. 1 -chloro-2-methyl pentane

B. 2 -chloropentane

C. 1 -chloropentane

D. 3 -chloro-2-methyl pentane

Answer: C

Solution:

Solution:
1 -chloropentane is not chiral while others are chiral in nature
1 *2 3 4 5
(a) Cl CH 2CH CH 2CH 2CH 3
1 *2 3 4 5
(b) H 3CCH CH 2CH 2CH 3
|
Cl
1 2 3 4 5
(c) Cl CH 2CH 2CH 2CH 2CH 3
1 2 *3 4 5
(d) CH 3CH CH CH 2CH 3

-------------------------------------------------------------------------------------------------

Question186
The reaction

is fastest when X is
[2005, 2004]
Options:

A. OCOR

B. OC2H 5

C. N H 2

D. Cl

Answer: D

Solution:

Solution:
−Cl is the best leaving group among the given options.

-------------------------------------------------------------------------------------------------

Question187
Consider the acidity of the carboxylic acids:
(1) PhCOOH
(2) o − N O2C6H 4COOH
(3) p - N O2C6H 4COOH
(4) m - N O2C6H 4COOH
Which of the following order is correct?
[2004]
Options:

A. 2 > 4 > 1 > 3

B. 2 > 4 > 3 > 1

C. 1 > 2 > 3 > 4

D. 2 > 3 > 4 > 1

Answer: D

Solution:

Solution:
In carboxylic acids, presence of electron withdrawing substituent e.g. −N O2 disperses the negative charge of the anion
and stabilises it and hence increases the acidity of the parent acid.
Further o -isomer will have higher acidity than corresponding m -and p -isomers due to ortho and high inductive effect of
−N O2 group. Since nitro group at p position has more pronounced electron withdrawing than −N O2 group at m -
position, hence the correct order is:
-------------------------------------------------------------------------------------------------

Question188
Which of the following is the strongest base?
[2004]
Options:

A.

B.

C.

D.

Answer: D

Solution:

Solution:
Lone pair of electrons present on the nitrogen of benzyl amine is not involved in resonance.

-------------------------------------------------------------------------------------------------

Question189
The general formula CnH 2nO2 could be for open chain
[2003]
Options:
A. carboxylic acids

B. diols

C. dialdehydes

D. diketones

Answer: A

Solution:

Solution:
CnH 2nO2 is general formula for carboxylic acid

-------------------------------------------------------------------------------------------------

Question190
The IUPAC name of CH 3COCH (CH 3)2 is
[2003]
Options:

A. 2 -methyl-3-butanone

B. 4 -methylisopropyl ketone

C. 3 -methyl-2-butanone

D. Isopropylmethyl ketone

Answer: C

Solution:

-------------------------------------------------------------------------------------------------

Question191
Among the following four structures I to IV,
it is true that
[2003]
Options:

A. only I and II are chiral compounds

B. only III is a chiral compound

C. only II and IV are chiral compounds

D. all four are chiral compounds

Answer: A

Solution:
Question192
−
In the anion H COO the two carbon-oxygen bonds are found to be of
equal length. What is the reason for it?
[2003]
Options:

A. The C = O bond is weaker than the C − O bond

−
B. The anion H COO has two resonating structures

C. The anion is obtained by removal of a proton from the acid molecule

D. Electronic orbitals of carbon atom are hybridised

Answer: B

Solution:
H COO− exists in following resonating structures
⊖
O O
|| |
−
H −C−O ⟷H − C =O
Hence in it both the carbon oxygen bonds are found equal.

-------------------------------------------------------------------------------------------------

Question193
Which of the following compounds has wrong IUPAC name?
[2002]
Options:

A.
CH 3 − CH 2 − CH 2 − COO − CH 2CH 3 → ethyl butanoate

B.
CH 3 − CH − CH 2 − CH O → 3 -methyl-butanol
|
CH3

C.
CH 3 − CH − CH − CH 3 → 2-methyl-3-butanol
| |
OH CH3

D.
O
||
CH 3 − C H − C − CH 2 − CH 3 → 2 -methyl-3-pentanone
|
CH3
Answer: C

Solution:
According to IUPAC convention alcohols are having more priority than saturated carbons.As the IUPAC name of compound
shown above is:
3 - methyl butan -2- ol
-------------------------------------------------------------------------------------------------

Question194
In which of the following species is the underlined carbon having sp3
hybridisation?
[2002]

Options:

A. CH 3COOH

B. CH 3xCH 2OH

C. CH 3xCOCH 3

D. CH 2 = xCH − CH 3

Answer: B

Solution:
3
In molecules (a), (c) and (d), the carbon atom has a multiple bond, only (b) has sp hybridisation.
-------------------------------------------------------------------------------------------------

Question195
A similarity between optical and geometrical isomerism is that
[2002]
Options:

A. each forms equal number of isomers for a given compound

B. if in a compound one is present then so is the other

C. both are included in stereoisomerism

D. they have no similarity

Answer: C

Solution:
Both differ in the arrangement of group in space, therefore grouped under sterio-isomerism.
-------------------------------------------------------------------------------------------------

Question196
Which of the following does not show geometrical isomerism?
[2002]
Options:
A. 1,2 - dichloro-1-pentene

B. 1,3 -dichloro- 2 -pentene

C. 1,1 -dichloro-1-pentene

D. 1,4 -dichloro- 2 -pentene

Answer: C

Solution:
1 2 3 4 5
(a) Cl CH = CCH 2CH 2CH 3
|
Cl
Cl
1 2 3 | 4 5
(b) Cl CH 2CH = C − CH 2CH 3
1 2 3 4 5
(c) Cl 2C = CH CH 2CH 2CH 3
1 2 3 4 5
(d)Cl CH 2CH = CH CH CH 3
|
Cl
-------------------------------------------------------------------------------------------------

Question197
Racemic mixture is formed by mixing two
[2002]
Options:

A. isomeric compounds

B. chiral compounds

C. meso compounds

D. enantiomers with chiral carbon

Answer: D

Solution:
A mixture of equal amount of two enantiomers is called a racemic mixture.

-------------------------------------------------------------------------------------------------

Question198
Following types of compounds (as I, II)

CH 3CH = CH CH 3 CH 3 C HOH
(I) |
CH2CH3
(II)

are studied in terms of isomerism in:

[2002]
Options:

A. chain isomerism

B. position isomerism

C. conformers

D. stereoisomerism

Answer: D

Solution:

Solution:
Stereoisomerism, isomers differ in the arrangement of groups in space. The two structures show stereoisomerism.
Structure I shows geometrical isomerism as it contains two different atoms or groups H and CH 3 attached to each
carbon containing double bond.

cis-butene trans-butene Structure II shows optical isomerism as it contains a chiral carbon (attached to four different
groups) atom.

-------------------------------------------------------------------------------------------------

Question199
Arrangement of (CH 3)3C−, (CH 3)2CH − CH 3 − CH 2 − when attached to
benzyl or an unsaturated group in increasing order of inductive effect is
[2002]
Options:

A. (CH 3)3C− < (CH 3)2CH − < CH 3 − CH 2 −

B. CH 3 − CH 2 − < (CH 3)2CH − < (CH 3)3C−

C. (CH 3)2CH − 4(CH 3)3C− < CH 3 − CH 2 −

D. (CH 3)3C− < CH 3CH 2 − < (CH 3)2CH −

Answer: B

Solution:

Solution:
−CH 3 group has +I effect, as number of −CH 3 group increases, the inductive effect increases. Therefore the correct
order is
CH 3 − CH 2 − < (CH 3)2CH − < (CH 3)3C−

-------------------------------------------------------------------------------------------------

Question200
The functional group, which is found in amino acid is
[2002]
Options:

A. - COOH group

B. N H 2 group

C. −CH 3 group

D. both (a) and (b).

Answer: D

Solution:

Solution:
Amino acids contain −N H 2 and −COOH groups, e.g glycine H 2N CH 2COOH .

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