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159 views368 pages

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• Subject Name- Organic Chemistry

• Chapter Name- MAHAREVISION

One Shot Lecture Rohit Agrawal (RA Sir)


1 Complete Organic Chemistry
IUPAC
Nomenclature
Rohit Agrawal (RA Sir)
Organic Compounds

Open Chain Closed Chain


or Cyclic or Cyclic

Saturated Unsaturated
Compounds Alicyclic Aromatic
Compounds

Homo Hetero Homo Hetero


cyclic cyclic cyclic cyclic
IUPAC Nomenclature :

Naming  Secondary
Prefix
Primary
Prefix
Word
Root
Primary
Suffix
Secondary
Suffix

Naming of About

Nature of Carbon in Nature of
Represents substituent principle
compound Parent Chain Bonds function group
or Side chain
Functional Structure Prefix Suffix Suffix*
Group
Carboxylic acids – COOH Carboxy – oic acid carboxylic
acid

O O
Carboxylic || || - – oic – carboxylic
anhydrides –C–O–C– anhydride anhydride

Alkoxycarbonyl – oate – carboxylate


Carboxylic – COOR or
esters
Alkanoyl oxy

Acid halides – COCl – oyl halide – carbonyl


Halocarbonyl
halide
Functional Structure Prefix Suffix Suffix*
Group
Amides – CONH2 Carbamoyl – amide – carboxamide

Nitriles –CN cyano – nitrile – carbonitrile

Aldehydes – al – carbaldehyde
– CHO Formyl or oxo

Ketones =O Oxo or keto – one -


Functional Structure Prefix Suffix Suffix*
Group
Alcohols – OH hydroxy – ol -

Thiols – SH mercapto – thiol -

Amines – NH2 amino – amine -

Imines = NH imino – imine -


Selection Of Carbon Chain

F > M > L > S > A


NamingofChamn

x
Question
The IUPAC name of CH3COCH(CH3)2

A 1, 1-dimethylpropan-2-one

B isopropyl methyl ketone

C 2-methylbutan-3-one

D 3-methylbutan-2-one
Question
A compound having molecular formula C5H10O3. It may have functional group

A Ester

B Ketone

C Acid anhydride

D Carboxylic acid
Question
The incorrect IUPAC nomenclature of following compound is

A (6E)-dodec-2-yne-6-ene

B (6E)-dodec-6-en-2-yne

C (6Z)-dodec-2-yne-6-ene

D (6Z)-dodec-6-en-2-yne
Question
The IUPAC name of given compound is

A 2-Bromo-1-methyl cyclohexene

B 6-Bromo-1-methyl cyclohexene

C 1-Bromo-2-methyl cyclohexene

D 1-Bromo-2-methyl cyclohex-2-ene
Question
The IUPAC name of maleic acid is

A (2Z)-But-2-endioic acid

B (2E)-But-2-endioic acid

C (2Z)-Butanoic acid

D (2E)-Butanoic acid
Question
Which of the following IUPAC names indicates Homocyclic compound?

A Cyclohexane-1,2-dicarboxylic acid

B Cyclohexane-1,2-dicarboxylic anhydride

C Benzene carbonyl chloride

D Cyclopent-3-en-1-ol
Question
Which of the following is/are incorrect IUPAC name?

A 3-Ethyl butane

B 1-Methyl heptane

C 2,5-Diethyl hexane

D 2,2,2-Trimethyl pentane
Question
What is the correct IUPAC name of the following compound?

A 3, 5-diethyl-2-methyl-4-propyloct-5-enoic acid

B 4, 6-diethyl-7-methyl-5-propyloct-3-enoic acid

C 2-methyl-3, 5-diethyl-4-propyloct-5-enoic acid

D 3, 5-diethyl-2-methyl-4-propyloct-6-enoic acid
Question
The correct IUPAC name of given compound is

A 3-ethanoyl oxy cyclo pent-4-ene carboxylic acid

B 2-ethanoyl oxy cyclopent-2-ene carboxylic acid

C 4-ethanoyl oxy cyclopent-3-ene carboxylic acid

D 4-ethanoyl oxy cyclopent-2-ene carboxylic acid


Question
Which of the following represent correct IUPAC name of the following
compound?

A 4-Chloro-2-hydroxypropyl-3, 5-dimethyl hex-5-enoic acid

B 4-Chloro-3, 5-dimethyl-2-hydroxypropyl hex-5-enoic acid

C 4-Chloro-2-hydroxypropyl-3-methyl-5-methylene hexanoic acid

D 2-Hydroxypropyl-4-chloro-3-methyl-5-methylene hexanoic acid


Question
The correct IUPAC name of compound is

A 3-methyl-5-bromo benzene carbaldehyde

B 3-formyl-5-bromo phenyl methyl ether

C 3-bromo-5-methoxy benzaldehyde

D 3-formyl-5-bromo-1-methoxy benzene
Question
Select the option in which common name correctly match with IUPAC name.

A Acetic acid  Propanoic acid

B Crotonaldehyde  But-2-enal

C Formyl chloride  Ethanoyl chloride

D Acetamide  Methanamide
Question
The IUPAC name of the following compound is

A 2-bromo-2-epoxy-3-methyl butandioicanhydride

B 2-bromo-2, 3-epoxy-3-methyl butanoicanhydride

C 3-bromo-2, 3-epoxy-2-methyl butandioicanhydride

D 2-bromo-2, 3-epoxy-3-methyl butandioicanhydride


Question
Ethylidene chloride is a/an

A vic-dihalide

B gem-dihalide

C allylic halide

D vinylic halide
Question
In all compounds of IUPAC name P1-bromo-P2-chloro-P3-methyl but-P4-yne,
which is always correct (Pi represent position of side chain and multiple bond
according to IUPAC).
P1 1
A =
P4 4

P1 1
B =
P2 2

P1 1
C =
P3 3

P4 1
D =
P3 3
Question
The correct IUPAC name of the following compound is

A 2, 4-dimethyl cyclohexa-1, 4-diene

B 1, 5-dimethyl cyclohexa-1, 5-diene

C 1, 3-dimethyl cyclohexa-1, 3-diene

D None of these
Question
The correct IUPAC name of the given compoun is

A 5-bromo-2-chloro-1, 4-epoxy cyclohexane

B 2-bromo-5-chloro-1, 4-epoxy cyclopentane

C 2-bromo-5-chloro-1, 4-epoxy cyclohexane

D 2-bromo-5-chloro-2, 5-epoxy cyclohexane


Question
The correct IUPAC name of the given compound is

A 2-methanoyloxy-2-ethoxy carbonyl-3-oxo-butanoic acid

B 2-ethanoyloxy-2-methoxy carbonyl-3-oxo-butanoic acid

C 2-ethanoyloxy-2-methoxy carbonyl-3-oxo-butane carboxylic acid

D 2-ethanoyloxy-2-methoxy carbonyl-2-oxo-butanoic acid


Question
The correct IUPAC name of the given compound is

A 4-Methoxy-3-bromo benzene carbonitrile

B 4-Bromo-3-methoxy benzene carbonitrile

C 2-Bromo-4-cyano anisole

D 2-Bromo-4-cyano-1-methoxy benzene
Question
The correct IUPAC name of the compound is

A 3-Carbonylmethoxy-5-Ethanoyl oxy cyclohexanoic acid

B 3-Ethanoyloxy-5-methoxy carbonyl cyclohexane carboxylic acid

C 5-Ethanoyloxy-3-methoxy carbonyl cyclohexanoic acid

D 3-Methoxy carbonyl-5-Ethanoyl oxy cyclohexane carbonyl acid


Question
Match the Columns:
Column – I Column – II

A (P) 2-(1-Methylo propyl) pent-3-enal

(Q) 1-Cyclo hexyl prop-2-enol


B

(R) 3-Formyl benzoic acid


C

(S) Methyl-3-oxo butanoate


D

(T) 3-Carboxy benzaldehyde


GOC

Rohit Agrawal (RA Sir)


Electronic Displacement Effect
Hyperconjugation
Experiment- Baker and Nathan
Presentation
Note:
Total hyperconjugating structures involving C-H bond =

Total hyperconjugating structures =


Properties Of Resonance

It is delocalisation of pi electrons.

It is a permanent effect and strongest effect.

It is intramolecular phenomenon.

Generally most stable RS contribute most.

It is a distance independent effect.

Resonating structures are hypothetical and hybrid is real.


Stability Of RS
Octet
RS having complete octet is more stable
Neutral
Generally Neutral RS is more stable than ionic
Electronegative
-ve on More EN atom is more stable and +ve on less EN atom
Opposite Charges
RS having closer opposite charges are more stable as they attract
each other
Fries Rule
RS having more benzene is more stable
Resonance or Mesomeric Effect
Huckle’s Rule
Properties Aromatic Anti-Aro Non-Aro

Cyclic
resonance

Electrons
Question
In the given pair of compounds, in which first compounds having lesser
resonance energy:
A

D
Question
In following compounds, decreasing order of reactivity of ring towards attack
of electron deficient species-
A i > ii > iii > iv

B iii > iv > ii > i

C i > iv > ii > iii

D i > ii > iv > iii


Question
Correct order of carbocation stability is

A 2>1>4>3

B 1>2>4>3

C 3>4>2>1

D 2>1>3>4
Question
The increasing order of basicity for the following intermediates is (from weak
to strong)
A (v) < (iii) < (ii) < (iv) < (i)

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

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

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


Question
Which of the following acid is more acidic than benzoic acid?

A Meta Nitro phenol B

C D
Question
Number of Resonating Structures in Product (P) is

A 8

B 9

C 10

D 11
Question
How many of the following compounds are more basic than Aniline?
Question
Total number of aromatic compounds:
Question
Incorrect statement is :

D
Question
Which of the following is incorrect option for melamine?

A It contains 6 lone pair in which 3 are localised.

B Total 12 electrons can show resonance phenomenon.

C It shows both inductive effect & resonance effect.

D Molecular formula of melamine is ‘C3H6N6’.


Question
In the resonance hybrid of given structure, if carbocation is delocalised on ‘x’
different carbon atom then value of x/3 is:
Question
Which of the following order is (are) correct?

D
Question
How many of the following compound will produce CO2 gas with aqueous
NaHCO3 and also soluble in aqueous NaOH?
(a) Phenol (b) Picric acid
(c) Squaric acid (d) Benzene Sulphonic acid
(e) o-toluic acid (f) p-nitrophenol
(g) Anisole (h) o-nitrophenol
(i) Salicylic acid
Question
In which of the statement, Hydrogen bonding plays important role?

A 2-hydroxy benzoic acid is more acidic than benzoic acid.

B Secondary amines are more basic than tertiary amine.

C Acetic acid is less acidic than formic acid.

D Cyclooctatetraene is nonplanar and non-aromatic.


Question
Which of the following reactions will produce aromatic product?

A B

C D
Question
Which of the following basic strength order is(are) correct?

A B

C D
Question
How many of the following compounds/species are aromatic in nature?
Question
The correct decreasing order of basic strength of x, y, z is

A x>y>z

B x>z>y

C y>x>z

D y>z>x
Isomerism

Rohit Agrawal (RA Sir)


Q Specific rotation of pure (–)-2-butanol is 21°. After mixing rotation will be
+12°. Find % d & optical purity.

?
Q A sample of + & – has rotation –130° & optical purity is 80% then find a.

?
Q Calculate the specific angle of rotation when 0.5 M solution of (+) 2-butanol
is taken in sample tube of length 10 cm. Angle of rotation observed is +20°.

?
Question
(I) : Number of structurally different dichloro cyclobutane that can be made
are equal to (X)
(II) : Number of different dichloro cyclobutane (including S.I.) equal to (Y).
Value of (X) + (Y) is equal to
Question
Number of stereoisomers of

A 3

B 4

C 5

D 6
Question
Gauche conformer is stable when

A X = Z = –CH3

B X = Z = –OH

C X = Z = –Br

D X = Z = –C2H5
Question
Total structures of mono chlorinated products are obtained in (P) & (Q) is x, y
respectively. Then find the value of y/x is:
Question
How many isomer of C5H12O react with Na metal to evolve H2 gas
Question
Total number of meso-compounds are :
Question
Total number of cyclic chiral compounds of molecular formula ‘C6H12’ ?
Question
Which of the following can show geometrical & optical isomerism both ?

A B

C D
Question
How many chiral products will obtain in monochlorimation ?
Question
If Number of possible products (only structural) on chlorination of n-butane
and Neopentane is ‘X’ and ‘Y’ respectively. Then what is the value of X + Y.
Question
Relationship between above pair (A) & (B) i

A Enantiomer

B Diastereomers

C Identical

D Structural isomer
Question
Among the following the Newman projection of meso-2, 3-butane diol are

A P, Q

B P, R

C R, S

D Q, S
Question
Total chiral monochlorinated product on photohalogenation of following
compound is :
Question
The total number of chiral compound/s from the following is -
Question
Match List I with List II
Choose the correct answer from the options given below:

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

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

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

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


Question
The isomeric deuterated bromide with molecular formula C4H8DBr having two
chiral carbon atoms is.

A 2 – Bromo – 1– deuteron – 2 – methylpropane

B 2 – Bromo – 2 – deuterobutane

C 2 – Bromo – 3 – deuterobutane

D 2 – Bromo – 1 – deuterobutane
Question
Which of the following conformations will be the most stable ?

A B

C D
Question
Testosterone, which is a steroidal hormone, has the following structure.

The total number of asymmetric carbon atom /s in testosterone is_________.


Hydrocarbon

Rohit Agrawal (RA Sir)


MOP of Alkane

R–X R–X

Alkane

R–CH = CH–R R–COOH


MOP of Alkene

R–C  C–R R–CH2–CH2X

R–C  C–R Alkene CH2–CH2


| |
X X

R–C  CH R–OH
Reactions of Alkene

(PhCO)2O2
HBr
KMnO4 X2/CCl4
R–CH=CH2
H

Dilute
H2SO4
Ozonolysis

O3 Zn/H2O
R–CH = CH2 ⎯⎯→ P ⎯⎯⎯→ Q
Reaction of Alkyne

H/H2O Br2/H2O
R–C  CH
Formation of Alkyne

Br2/CCl4 NaNH2
R–CH = CH2 ⎯⎯⎯⎯→ P ⎯⎯⎯→ Q
D
Benzene

R–COX X2/Fe
AlX3
PhCOONa
Benzene

3H2/Ni Cl2(excess)

D hn

Ph–OH
Question

A B

C D
Question
In which of following reactions racemic mixture will be formed

A 3

B 4

C 5

D 6
Question
For the following sequence, select the (P) & (Q)

A P → 3, 4-dimethyl hexane

B Q → 2-methyl propanoic acid.

C Q → Butanoic acid

D P → Octane
Question
Match the reactions in Column-I with products involved/final product obtained
in Column-II.

A (I)→P, S (II)→P (III)→P,T (IV)→Q, R B (I)→P, Q (II)→P (III)→P,R (IV)→Q, R

C (I)→P, R (II)→P (III)→P,S (IV)→Q, P D (I)→P, T (II)→P (III)→P,Q (IV)→Q, T


Question
Which of the following can be obtained in good yield by wurtz reaction using
single reactant?

A B

C D
Question
Following order is :
CH3– > NH2– > OH– > F–

A Stability

B Nucleophilicity in PAS

C Nucleophilicity in PPS

D Basic strength
Question
Which of the following compound will not produce 3 different product with
O3/Zn, H2O ?

A B

C D
Question
Which of the following is correct for (P) & (Q) respectively?

A B

C D
Question
Which of the following compound produces chiral molecule after treatment
with Lindlar’s catalyst?

A B

C D
Question
Consider the following reaction

Major product(P); The product (P) is:

A B

C D
Question
An unsaturated hydrocarbon on complete hydrogenation gives 1-isopropyl-3-
methyl cyclohexane. After ozonolysis, it gives one mole of formaldehyde, one
mole of acetone and one mole of 2,4-Dioxo hexanedial. The possible structure
of hydrocarbon may be:

A B

C D
Question
Major product of following reaction is :

A B

C D
Question
Arrange the following alkenes in decreasing order of rate of electrophile
addition reaction with HCl :-
A P>Q>R

B Q>R>P

C R>Q>P

D P=Q=R
Question
Total number of stereoisomers possible of major product is :
Question
The major product of the following reaction is :-

A B

C D
Question
How many different optically active products are possible from reductive
ozonolysis of given compound
A 3

B 4

C 5

D 6
Question
Which of the following reaction sequences would be the best for synthesizing
the compound, 1-bromo-3-propylbenzene?

A B

C D
Question
Correct order of rate of EAS (Aromatic electrophlic substitution) is :

A c>b>a>d

B c>d>a>b

C a>b>c>d

D c>d>b>a
Question
'X' is x major product

A B

C D
Question
The major products 'A' and 'B', respectively, are

A B

C D
Haloalkane
&
Haloarene Rohit Agrawal (RA Sir)
Substitution nucleophilic bimolecular (SN2) :

Rate of reaction
𝐸

Reaction
Coordinate
Substitution nucleophilic unimolecular (SN1) :

Reaction
Coordinate
Factors that favor SN2 and SN1 processes :
A comparison of SN2 and SN1 processes :
SN2 SN1

Mechanism

Energy diagram

Rate Equation Rate = k [substrate][nucleophile] Rate = k [substrate]

Substrate effects Methyl > 1° > 2° > 30° 3° > 2° > 1° > methyl

Racemization (with slight preference for inversion


Stereochemistry Inversion of configuration
due to the resultant ion pair)
Reactions of Haloalkane AgF

1. O
NaI/

CH3
NaOH
H Cl

D NaN3

NaCN
Reactions of Haloalkane
KCN

Ag–CN

R–X

NaNO2

AgNO2
Reactions of Haloalkane Dry
Ag2O

Moist
2R – X
Ag2O

2Ag
Powder

Mg/Et2O
Preparations of Haloalkane with Alcohol
PX3
Or
Red P/X2

Me PCl5

H OH

SOCl2
D

SOCl2/Py
H–X
Preparations with Alcohol

HCl
ZnCl2

NaI
R – OH
H2SO4

NaI
H3PO4

NaBr
H2SO4 or
H3PO4
Preparations of Haloalkane with Hydrocarbon

X2
Light
R–H CH3

SO2Cl2/hv
X2/Fe
Dark
Preparations of Haloalkane with Hydrocarbon

HX

HBr
(PhCO)2O2

Br2/CCl4

Br2/H2O
HNO3
Reactions of Haloarene H2SO4

RCl
AlCl3

X2/Fe R–COCl
AlCl3

Cl2/FeCl3

Conc.
H2SO4, D
Reactions of Haloarene
NaOH

Cl NaOH
G2 G1

NaOH
G3

NaOH
Reactions of Haloarene

R–X
Na/Et2O
X

Na/Et2O
Preparation of Haloarene

N2Cl⊝ X
Reagent Nuclophilie (Nu–) Substitution product R–Nu Class of main product
NaOH (KOH)
H2O
NaOR’
NaI
NH3
R’NH2
R’R”NH
KCN
AgCN
KNO2
AgNO2
R’COOAg
LiAlH4
R’–M+
Question
For the following reaction, pick out the best term which describe its
mechanism
A SN1

B SN2

C Neighbouring group participation with SN2

D Addition followed by substitution.


Question
Total hyperconjugating structure involving C–H bond for (P) is:
Question
Which of the following gives Friedel craft alkylation?

A B

C D
Question
Major product of the following reaction is:

A B

C D
Question
In which of the following reactions, configuration is inverted at “*” chiral
carbon in final product?

D
Question
Given compound in best yield is prepared by :

A B

C D
Question
Which of the following combinations is CORRECTLY matched :

A B

C D
Question
Among the following which of the following can show fastest SN1 & SN2
respectively ?
A R, S

B Q, S

C R, P

D S, P
Question
Which of the following reaction involves SN2 mechanism with carbanion
intermediate ?

A B

C D
Question
How many of the following orders are INCORRECT ?
Question
The decreasing order of reactivity of given compounds towards nucleophilic
substitution with aqueous NaOH is
A I > II > III > IV

B II > IV > III > I

C IV > II > III > I

D II > IV > I > III


Question
Total number of alkene obtained when 2-chloro-2-cyclobutyl hexane react with
alcoholic KOH heat.
Question
Arrange the correct order of reactivity of product is SN1 reaction ?

A (P) > (R) > (Q) > (S)

B (P) > (R) > (S) > (Q)

C (P) > (Q) > (R) > (S)

D (P) > (Q) > (S) > (R)


Question
Choose the correct order of reactivity of products in SN2 reaction ?

A (R) > (P) > (S) > (Q)

B (Q) > (P) > (S) > (R)

C (R) > (S) > (P) > (Q)

D (Q) > (P) > (R) > (S)


Question
Compound (P) in the following sequence is:

A B

C D
Question
Major product (Q) obtained in following reaction is:

A B

C D
Question
Assertion A: Hydrolysis of an alkyl chloride is a slow reaction but in the
presence of NaI, the rate of the hydrolysis increases.
Reason R: I is a good nucleophile as well as a good leaving group. In the light of
the above statements, choose the correct answer from the options given
below
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


Question
Number of moles of AgCl formed in the following reaction is ________.

AgNO3
(A) + XAgCl ↓
Question
Identify the incorrect option from the following:

D
Question
Identify the correct order for the given property for following compounds.
Choose the correct answer from the option given below:

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

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

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

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


Question
Choose the correct set of reagents for the following conversion.
Trans (Ph – CH = CH – CH3) → cis (Ph – CH = CH CH3)

A Br2, alc. KOH, NaNH2, Na (LiqNH3)

B Br2, alc. KOH, NaNH2, H2, Lindlar Catalyst

C Br2, alc. KOH, NaNH2, H2, Lindlar Catalyst

D Br2, aq. KOH, NaNH2, Na (Liq. NH3)


Question
The graph which represents the following reaction is:

A B

C D
Alcohol, Phenol
&
Ether Rohit Agrawal (RA Sir)
Reactions of Alcohol

R – OH
Preparation of Alcohol
Preparation of Alcohol
R – CHO R – COOR

Ketone Alcohol R – COCl

Al/K R – COlg
Preparations of Ether

HX

OCH3

CH3 – X
Preparations of Ether

R–X Alkene

Ether

EtOH RONa
Reaction of Phenol

Neutral
FeCl3

OH

(1) Conc. H2SO4


(2) Conc. HNO3
Reactions of Phenol

OH
Preparation of Phenol
Cl NH2

OH
Question
Find out value of ‘X’
Question
Which of the following option is incorrect?

A Cumene on passing with air (O2) in sunlight followed by hydrolysis produces P.

B P on reaction with HCHO in acidic medium produces cross linked polymer Novalac.

C Compound Q is more acidic than P & Both are soluble in aq. NaOH.

D Compound R is more steam volatile thanCompound S.


Question
Major product (Q) & (R) respectively is:

A B

C D
Question
Which of the following set is incorrect?

A B

C D
Question
Consider the following reaction

Identify correct statement:


A P & Q are identicals

B P & Q are position isomers

C P & Q are functional isomers

D P & Q are metamers


Question
How many of the following reactions are correct?
Question
Which of the following reaction is INCORRECT is :

A B

C D
Question
In a set of the given reaction acetic acid yields a product C. Product C would be:

A B

C D
Question
Major product of following sequence is:

A B

C D
Question
Following reaction will produce ?

A Aspirin

B Dettol

C Paracetanol

D Morphine
Question
If X = Number of moles of CO2 in A and Y = Number of -H in "D" compound
Y
The find the value of .
X
Question
Find product of the given reaction is :

A B

C D
Question

A B

C D
Question
Major product of following reaction are related as :

A Chain isomers

B Identical

C Positional

D Functional
Question
Which of the following can’t react in alkaline medium ?

B CH3–CH2–Br

D CH3–CH2–O–CH3
Question
Major product (Q) of following reaction is:

A B

C D
Question
The decreasing order of reactivity of given compounds towards nucleophilic
substitution with aqueous NaOH is
A I > II > III > IV

B II > IV > III > I

C IV > II > III > I

D II > IV > I > III


Question
Total hyperconjugating structures involving C-H bond in major product (S) in
given sequence is :
Question
For the following reaction, major product obtained and color of major product
is respectively :

A P, red

B Q, white

C S, white

D T, red
Question
Decreasing order of dehydration of the following alcohols is

A d>b>c>a

B A>d>b>c

C b>a>d>c

D b>d>c>a
Question
A trisubstituted compound ‘A’, C10H12O2 gives neutral FeCl3 test positive.
Treatment of compound 'A' with NaOH and CH3Br gives C11H14O2, with
hydroiodic acid gives methyl iodide and with hot conc. NaOH gives a
compound B, C10H12O2. Compound 'A' also decolorises alkaline KMnO4. The
number of p bond/s present in the compound 'A' is_________.
Question
'A' and ' B ' formed in the following set of reactions are:

A B

C D
Question
Major product mechanism wed is :

A P-Ethene, E1

B Q-Ethene, E2

C P-Ethoxyethane, SN1

D Q-Ethene, E1
Aldehyde, Ketone
&
Carboxylic acid
Rohit Agrawal (RA Sir)
Preparation of Aldehyde From F.G. O

R–CN R – C – OR’

R – CHO

R–CN R – C – Cl
O
Preparation of Aldehyde From Hydrocarbon

CH3 CH3

Ph – CHO

CH3
Reaction of Aldehyde

R – CHO
Preparation of Ketone

CN
PCl5

COCl C  CH
K2Cr2O7/D
or
KMnO4/D
Reaction of Carbonyl

aq. NaHSO3 R–C–R Zn-Hg/HCl


R–C–H

O
Reaction of Carbonyl

Carbonyl
Compound
Reaction of Carboxylic acid involving C–OH/O–H

NH3

R–CH2–COOH

(1) NH3
(2) D
Reaction of Carboxylic acid involving –COOH

NaOH, CaO/D

Red P/X2 (1) LAH or B2H6


R–CH2–COOH
(2) H2O
Preparation of Carboxylic acid

R – CH2OH R–CN

RCOOH

R – CHO CO2
Preparation of Carboxylic acid with acid derivatives
O O

R–C–O–C–R RCONH2

R – COOH

RCOOR’ R – COCl
Preparation & Reaction of benzoic acid

COOH
Question
Identify product (P) and (Q)

A B

C D
Question
How many moles of CO2 will released when following compound treated with
heat.
A 4

B 3

C 2

D 0
Question
Compound (P) can’t be obtained by:

A B

C D
Question
How many reactions will produce acetophenone as major product

A 4

B 3

C 2

D 1
Question
Total number of sp2 carbon in Q is :

A 7

B 6

C 5

D 8
Question
Major product of following reaction is:

A B

C D
Question
If compound (Q) gives yellow crystal with NaOI then select the correct option?

A B

C D
Question
Major product of following sequence is:

A B

C D
Question
Total mass of (P) obtained in following reaction is x × 10–3 gm then value of x is,
if overall yield of reaction is 72.6%.
Question
Degree of unsaturation (DU) of product C is
Question
Compare the equilibrium constant for hydration of following carbonyl
compounds :
A P>S>R>Q

B P>Q>R>S

C P>Q>S>R

D P>S>Q>R
Question
Major product (R) in following sequence is ?

A B

C D
Question
Degree of unsaturation of major product (S) is :
Question
In the given reaction sequences.

(B) will be :

A B

C D
Question

A B

C D
Question
Identify total number of compounds give positive test with tollens reagent
Question
Reactions that give aromatic products are :

A B

C D
Question
Match the Following:

A P-1,3,5; Q-1,2,4; R-1,2,3,4,5; S-1,2,5

B P-1,4,5; Q-1,2,5; R-1,2,3,4,5; S-1,2,5

C P-1,2,5; Q-1,3,5; R-1,2,3,4,5; S-1,3,5

D P-1,2,3; Q-1,4,5; R-1,2,3,4,5; S-1,2,4


Question
An organic compound which can show stereoisomerism gives silver mirror with
tollens reagent. Oxidation of this compound gives a product which can be use
to form polyester terylene. Then organic compound is:

A B

C D
Question
For the following sequence (P) can't show ?

A Tollen's test

B Cannizzaro reaction

C Fehling test

D 2,4 DNP test


Question
An organic compound (P) contains 69.77% carbon, 11.63 hydrogen & rest
oxygen. The molecular mass of the compound is 86. P on reaction with 5 moles
of HCHO and NaOH, D involves aldol & cannizzaro reaction both. P also gives
following inferences :
Then compound (P) is :

A B

C D
Question
Which of the following reaction is CORRECTLY matched ?

D
Question
Product (A) is :-

A B

C D
Question
Product (A) in the above reaction is

A B

C D
Question
The total number of nitrogen atom(s) present in urotropine is ……
Question
On the basis of the above paragraph answer the given question:
Major product (Y) of following sequence is :

A B

C D
Question
Product (2) of the given reaction is

A Glycine

B Alanine

C Valine

D Leucine
Question
Total number of compounds(s) among the following which can give positive
iodoform test
(a) Methanol (b) Isopropanol (c) Acetone
(d) Propane-1-ol (e) Pentane-3-one (f) cyclohenonone
(g) Acetophenone
Question
Which of the following reaction doesn’t involve carbanion intermediate?

A B

C D
Question
Major product (P) is :

A B

C D
Question
Reagent(s) which can carry out the following transformation are:

A DIBAL-H at –78°C

B LiAlH4 in THF

C B2H6 in THF

D H2, Pd
Question
Match List-I with List-II
Choose the correct answer from the options given below :
A (A) - III, (B) - IV, (C) - I, (D) - II

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

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

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


Question
Which of the following compounds would give the following set of qualitative
analysis?
(i) Fehling's Test : Positive
(ii) Na fusion extract upon treatment with sodium nitroprusside gives a blood
red colour but not prussian blue.

A B

C D
Question
Consider the following reaction

The correct statement for product B is. It is


A racemic mixture and gives a gas with saturated NaHCO3 solution

B optically active alcohol and is neutral

C racemic mixture and is neutral

D optically active and adds one mole of bromine


Question
Cyclohexylamine when treated with nitrous acid yields (P). On treating (P) with
PCC results in (Q). When (Q) is heated with dil. NaOH we get (R) The final
product (R) is :

A B

C D
Question
Number of compounds from the following which will not dissolve in cold
NaHCO3 and NaOH solutions but will dissolve in hot NaOH solution is_______
Question
Best Reagent for following conversion is :

A LiAlH4

B Zn-Hg/HCl

C N2H4 then NaOH, D

D NaBH4
Question
Find out the major products from the following reaction sequence.

A B

C D
Question
Given below are two statements; One is labelled as Assertion A and the other
is labelled as Reason R.

Assertion A : can be easily reduced using Zn-Hg/HCl to

Reason R : Zn.Hg/HCl is used to reduce carbonyl group to –CH2– group.


In the light of the above statements, choose the correct answer from the
options given below:
A A is false but R is true

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

C A is true but R is false

D Both A and R are true but R is not the correct explanation of A


Question
In the above conversion of compound (X) to product (Y), the sequence of
reagents to be used will be :

A (i) Br2(aq) (ii) LiAIH4 (iii) H3O+

B (i) Fe, H+ (ii) Br2(aq) (iii) HNO2

C (i) Fe, H+ (ii) Br2(aq) (iii) HNO2 (iv) CuBr

D (i) Br2, Fe (ii) Fe, H+ (iii) LiAlH4


Question
Number of compounds giving (i) red colouration with ceric ammonium nitrate
and also (ii) positive iodoform test from the following is ________.
Question
Compound (X) undergoes following sequence of reactions to give the Lactone (Y)

A B

C D
Amines

Rohit Agrawal (RA Sir)


Reaction of Amines

R – NH2
Preparation of Amines
R–X

NH3(excess)

O
|| NH3
R – C – NH2 Amine R–X

N–H
Preparation of Amines by Reduction

R – CONH2

NO2

Amine R–CN

R – CH = NH
Reaction of Aniline

NH2
Reaction of Aniline
NH2
Br Br

NH2
Br Br

NH2

Aspirin

NO2
Cu2Cl2
HCl
Reaction of BDC Cu2Br2
HBr
CuCN
KCN
N2Cl⊝ Cu
HBr
Cu
HCl
KI

(1) HBF4
(2) D
H2O
Boil
NaNO2
Cu, D
H3PO2
Reaction of BDC H2O

CH3CH2OH

N2Cl⊝
Ph – OH
Slight NaOH

Ph – NH2
(B.D.C.) dil. HCl
OH

NaOH
Ph-NH2
Question
Among the following, select the incorrect option(s)?

A Maximum atom in one plane for P is 13.

B Q will give positive dye azo test with β-naphthol.

C Q will form base soluble sulphonamide with PhSO2Cl.

D (D) Both P & Q on with KMnO4, KOH/Δ produces same product.


Question
Compound (R) can be obtained by :

A Phenol with Br2/CS2

B Aniline with Br2/H2O

C Phenol with Br2/H2O

D Aniline with Br2/CS2


Question
Which of the following reagents are correct?

A (i) KMnO4 – KOH, D (ii) Sn/HCl (iii) HNO2, 0°C (iv) KCN

B (i) Sn/HCl (ii) HNO2, 0°C (iii) H3PO2 (iv) KCN then H3O

C (i) H2/Pd, Ethanol (ii) NaNO2/HCl, 0°C (iii) CH3CH2OH (iv) KMnO4/KOH, D

D (i) Fe/HCl (ii) HNO2, 0°C (iii) boil water (iv) KMnO4/KOH, D
Question
Which of the following reaction will not produce (P) ?

A B

C D
Question
Major product of the following reaction is:

A B

C D
Question
Three functional isomer P, Q & R of molecular formula C4H11N are reacted with
hinsberg reagent. If (Q) forms tertiary sulphonamide while (P) does not form
any sulphonamide then chiral (R) on reaction with excess of CH3I followed by
AgOH/D produces:

A Ethene

B Isobutene

C 1-Butene

D 2-Butene
Question
The major product of the following reaction is

A B

C D
Question
Decreasing order of basicity of the three isomer of nitro aniline is

A p-nitroaniline > o-nitroaniline > m-nitroaniline

B p-nitroaniline > m-nitroaniline > o-nitroaniline

C m-nitroaniline > p-nitroaniline > o-nitroaniline

D m-nitroaniline > o-nitroaniline > p-nitroaniline


Question
Major product of following reaction is:

A B

C D
Question
For the following sequence, compound (X) is :

A HCCH

B CH3–CCH

C CH3–CC–CH3

D
Question
Which of the following reaction is INCORRECTLY matched?

D
Question

can be differentiated by :

A Hinsberg test

B Iso-cyanide test

C NaNO2.HCl then -napthol

D NaOH
Question
Total number of compounds among following which form foul smelling
compound with : (CHCl3 + NaOH)
Question
Major product (S) of following sequence is :

A B

C D
Question
Major product (T) in following reaction is:

A B

C D
Question
The positive carbylamine test is given by –

A N, N – Dimethyl aniline

B 2, 4 – Dimethyl aniline

C N – methyl–o– methyl aniline

D Acetamide
Question
Benzyl isocyanide can be obtained by:
Choose the correct answer from the options given below:

A A and D

B A and B

C B and C

D Only B
Question
In the following reaction, 'A' is

A' Major product

A B

C D
Biomolecules

Rohit Agrawal (RA Sir)


Question
Which of the following amino acids has/have aromatic side chain?

A (i) & (ii) only

B (ii) & (iii) only

C (i) (ii) & (iv) only

D (i) & (iv) only


Question
Total chiral centre present in following tetrapeptide is :
ILeu – Val – Lys – Threo
Question
How many compounds on reaction with neutral FeCl3 produces violet color?
Question
Total number of oxygen present in sucrose is:
Question
Match the following enzyme with enzymatic reaction.
(P) Maltase (1) Sucrose → Glucose & Fructose
(Q) Zymase (2) Glucose → EtOH & CO2
(R) Invertase (3) Starch → Maltose
(S) Diastase (4) Maltose → Glucose
A P-3, Q-2, R-1, S-4

B P-4, Q-2, R-1, S-3

C P-4, Q-3, R-1, S-2

D P-3, Q-4, R-1, S-2


Question
Sum of total chiral centre in following amino acids is :
Valine, Glycine, Isoleucine, Threonine, Lysine
Question
Which of the following amino acid contains alcohol functional group?

A Cystine

B Serine

C Cysteine

D Methionine
Question
The reason for double helical structure of DNA is operation of

A Hydrogen bonding

B Electrostatic attraction

C Van der walls force

D Dipole-dipole interaction
Question
Which of the following statement is CORRECT.

A Glucose & Mannose are C4 epimers.

B Invert sugar with Br2/H2O gives saccharic acid

C Cellulose is joined by C1 of one glucose & C2 of the next Glucose

D Erythromycin is bacteriostatic antibiotic.


Question
Which of the following amino acid has lowest iso-electric point?

A Glycine

B Alanine

C Aspartic acid

D Lysine
Question
Choose the incorrect option regarding (M) ?

A Hydrate of M is called as Ninhydrin.

B Position (1) is preferred for Nucleophile.

C It is used to detection of amino acid.

D It’s Keq. For hydration is greater than one.


Question
Which of the following statement is incorrect about glycogen?

A It is also known as animal starch due to similar structures to amylose.

B It is present in liver, muscles & brain

C It is also found in yeast & fungi

D For need of glucose, enzyme breaks the glycogen to glucose


Question
Which of the following statement is incorrect for Maltose

A It is held together by -glucosidic linkage

B It consumes 8 moles of CH3COCl to form acetate

C The free aldehyde group can be produced at C1 of second glucose

D It consumes 6 moles of HIO4 & contains (C1 - C4) linkage


Question
For the amino acid Leucine, find the % by weight of oxygen ?
Question
Gluconic acid can't be obtained in :

A B

C D
Question
Which of the following statement is incorrect ?

A The two monosaccharide obtained on hydrolysis of a disaccharide must be same

Carbohydrates which reduces Fehling or tollens reagent are referred as reducing


B
sugars

C Optically active polyhydroxy carbonyl compound are carbohydrate

D Glucose on reaction with Br2/H2O produces gluconic acid.


Question
Which of the following pairs not form same osazone ?

A Glucose & Mannose

B Allose & Altrose

C Mannose & fructose

D Glucose & Galactose


Question
Which of the following pairs will not give same major product ?

dil.
A Glucose & Gluconic acid ⎯→
HNO3

Br2
B Fructose & Glucose ⎯→
H2 O

Red P
C Glucose & Galactose ⎯→
HI

CH3 OH
D aD(+) Glucose & b-D(+) Glucose ⎯⎯→
HCl (1eqሻ
Question
Which of the following is incorrect for given compound ?

A b-Glucofuranose

B Reducing sugar

C Aldohexose

D Most stable than its anomer


Question
Which of the following statement is incorrect for sucrose ?

A It contains C1-a glucosidic linkage.

B Its hydrolysis gives dextrorotatory invert sugar.

C It is a non reducing sugar containing D(+) glucose & D(–) fructose

D It contains 9 chiral centre and consume 3 moles of HIO4


Question
Which of the following statement is correct for Lactose ?

A It is a disaccharide which is also known as cane sugar

B It held together by C1 glucose & C4 of galactose

C It is a reducing sugar which contains b-Glycosidic linkage

D It can consume 4 moles of HIO4 & contains 9 chiral centre


Question
Which of the following reaction on glucose not confirms given observation ?

A Acylation form glucose penta acetate  Presence of five-OH

B Nitric acid with glucose & Gluconic acid  Presence of 1°-OH

C Bromine water with glucose  Presence of 1°-OH

D Pronlonged heating with HI  Presence of straight chain


Question
Which of the following statement is incorrect ?

A Polysaccharides are also called as non-sugar

B Glucose can be prepare by boiling of sucrose and starch with dil H2SO4

C Glucose is an aldohexose & also known as dextrose

D Glucose and sucrose is insoluble in water while benzene is soluble


Question
Which of the following sugars contains only C1-C4 linkage ?

A Maltose

B Amylose

C Cellulose

D Amylopectin
Question
Which of the following statement is incorrect ?

A Amylose is water insoluble while amylopectin water soluble

B Amylose constitutes about 15-20% & amylopectin constitutes 80-85% of starch

C Amylose is linear chain held by C1-C4 glycosidic linkage

D Amylopectin is branched chain held by C1-C4 & C1-C6 glycosidic linkage


Polymer

Rohit Agrawal (RA Sir)


Question
Match the following polymer with their property?

A P-4, Q-3, R-1, S-2

B P-3, Q -4, R-2, S-1

C P-3, Q -4, R-1, S-2

D P-4, Q -3, R-2, S-1


Question
Which of the following is not CORRECT ?

A B

C D
Question
Bakelite is obtained from phenol by reacting with

A HCHO

B (CH2OH)2

C CH3–CHO

D
Question
% of Nitrogen by weight in melamine is :
Question
Which of the following is CORRECTLY matched ?

A P → M, 1, 2

B Q → N, 3, 4

C R → L, 1, 2

D S → K, 3, 2
Question
Which of the following polymer is formed by using formaldehyde?

A Novalac

B Bakelite

C Melamine resin

D All of these
Question
Which of the following polymer obtained by given monomers is incorrectly
matched with uses

A  Toys, Radios & Television cabinets

B  Oil seals , Tank linings

C  Tyres cords, Fabrics

D o-hydroxy methyl phenol  Paints


Question
If the given polymer is Nylon (x,y) then the value of x/y is p × 10–1 :
Question
Arrange the following polymer in order of their intermolecular forces?
(P) Bakelite (Q) Buna-N (R) Polystyrene
A P>R>Q

B P>Q>R

C R>P>Q

D Q>R>P
Question
Which of the following polymers is incorrectly matched with monomer ?

A PHBV  2-hydroxy butanoic acid & 3-hydroxy pentanoic acid

B Bakelite  Phenol & formaldehyde

C Glyptal  Phthalic acid & ethylene glycol

D Nylon-2, nylon-6  Glycine and amino caproic acid


Question
Arrange the polymer obtained by given monomers in order of their molecular
focuses ?
A A>B>C

B B>A>C

C C>B>A

D B>C>A
Question
Which of the following polymer obtained by given monomer is incorrectly
matched with their uses ?

D
Question
Which of the following is semisynthetic polymer ?

A Starch

B Natural rubber

C BUNA-S

D Rayon
Question
Which of the following is synthetic homopolymer ?

A Nylon-6, 6

B BUNA - N

C Polythene

D Rayon
Question
Arrange the following polymers in order of then molecular forces ?

A 2>1>3

B 3>2>1

C 1>2>3

D 2>3>1
Question
Which of the following polymers not contains formaldehyde as one of the
monomer ?

D
Question
Which of the following polymer is incorrectly matched ?

D
Element Entract Reaction With Product Colour
C

N
s

Nis

P
Element Entract Reaction With Product Colour
C Coz Calon Caco Milky
H H2O 6504 9509 51h0 Blue
Maen Fesot Prussian
N then fed
Fe4EFeCcM6 3
Blue
Pb1089373 Pbs Black
s Ngs Nazffelanismo NazffefcnisNos Violet
Nis Nasca Fea Felsen 3 BloodRed
Cone.nNo3 White
X Max Agh
AgBragg
then Agnos jijiwellow
P N9zPO4 MH2 94 AnyzP04 1214003 CanaryYellow
Element Method Compound formula
c Liebig coz
H Liebig 1120
O Coz
x Caius Agx
S Cavins Basot
P 203
Cavins 443
37
Element Method Compound formula

N Dunia

KJeldahis
µ g mon no t

RingN Pyridine X
Question
Compound that will give positive Lassaigne's test for both nitrogen and halogen
is:

A N2H4.HCl

B NH4Cl

C CH3NH2HCl

D NH2OHHCl
Question
Following chromatogram was developed by adsorption of compound 'A' on a
6 cm TLC glass plate. Retardation factor of the compound 'A' is ×10–1

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