Adv. Assignment - HydroCarbons by Prof. Ajay Y Kapoor SC
Adv. Assignment - HydroCarbons by Prof. Ajay Y Kapoor SC
Adv. Assignment - HydroCarbons by Prof. Ajay Y Kapoor SC
H Ni
Q.1 2
major product of this reaction is:
1 mol
Q.3 CH2 = C = CH2 H3O A
(limited)
A is:
(A) CH2=CH–CH2–OH (B) CH 3 C CH 3
||
O
Q.4 Which of the following most accurately describes the first step in the reaction of hydrogen chloride with
1-butene?
(A) + Cl·
(B) + Cl–
(C) + Cl–
(D) + H–
O
||
Br CH 3 CCH3
Mg H
CH3–CH=CH2
2
Q.5
h Dry ether NH 4Cl
( low conc.)
OH
|
(C) H 2C CH CH 2 C CH 3 (D) H 2C CH CH 2 CH CH 2 OH
| |
CH 3 CH 3
Q.6 When isopentane is subjected to monochlorination. What will be the number of monochlorinated product
contain chiral carbon?
(A) 2 (B) 3 (C) 4 (D) 5
Q.7 The heat of hydrogenation of 1-hexene is 126 kJ mol. When a second double bond is introduced in the
molecule, the heat of hydrogenation of the resulting compound is found to be 230 kJ mol–1. The resulting
compound (diene) is
(A) 1 : 5 hexadiane (B) 1 : 4 hexadiene
(C) 1 : 3 hexadiene (D) cannot predict from the given information
Which respond contains all the correct statements about this process and no incorrect ones?
(I) Dehydration (II) E2 mechanism
(III) Carbon skeleton migration (IV) Most stable carbocation forms after rearrangement
(A) I, III (B) I, II, III (C) I, II, V (D) I, III, IV
HBr
Q.9 CH2=CH–CH2–CH2–CCH ( Product is
1eq )
(A) BrCH2–CH2–CH2–CH2–CCH (B) CH2=CH–CH2–CH2–CH = CH–Br
(C) CH 2 CH CH 2 CH 2 C CH 2 (D) CH 3 CH CH 2 CH 2 C CH
| |
Br Br
Q.10 Which one of the following compounds gives acetone (CH3)2C=O as one of the products of its ozonolysis?
Br
Q.11
2 Products
CCl 4
Q.12 Propene is treated with bromine in the presence of brine (aqueous NaCl). Choose the correct statement
regarding the above reaction.
(A) Total two products are formed.
(B) Total three products are formed.
(C) Total six products are formed.
(D) Total eight products are formed.
Answer is:
(A) I, II & III (B) Only III (C) Only III & IV (D) I, II, III & IV
Q.14
Among these compounds which of the following is the correct order of their heats of hydrogenation:
(A) I > II > III (B) III > II > I (C) II > I > III (D) II > III > I
Q.15 An optically active alkene (X) has the molecular formula C6H12. The catalytic hydrogenation of (X)
gives an achiral product. The structure of (X) would be:
(A) CH 3 CH CH CH CH 3 (B) CH 3 CH CH 2 CH CH 2
| |
CH 3 CH 3
(C) CH 3 CH CH CH 2 (D) CH 3 CH C CH
| |
C2H5 C2H5
dil.H SO
Q.17
2
4 A
HgSO 4
Q.19 The major product(s) from the reaction of Br2 with (Z)-3-hexene is (are)
(A) Optically pure (B) A racemic mixture of enantiomers
(C) The meso form (D) Both the racemic mixture and the meso form
(A) (B)
(C) (D)
Q.22 A polymer on ozonolysis gives 2,5 – hexanedione only. Hence, the monomer of the polymer would be
Product (X) is
Br2 HO
Q.24 (B) (C)
+ H2C = CH2 (A)
H 2O
End product (C) in above reaction is
Q.25 Which alcohol when heated with H2SO4, will undergo dehydration more rapidly.
(A) (B)
OH
|
CH CH 3
(C) Ph–CH2–CH2–OH (D)
(A) + (B) +
Q.28 CH I A is :
Ag O , H O
3
2
2
Q.29
EtONa
Q.30 (A) (Z) (major)
HCl
peroxide
Identify (Z) in above sequence
CH 3 CH CO 2 K
Q.31 | electrolys
is
(A) (Major)
CH 3 CH CO 2 K
Major product (A) of above reaction
(A) (B) (C) (D)
H O H SO Conc.
Q.32 2 2 A 2 4 B
A & B are respectively:
Q.33 Which starting material should be used to produce the compound shown below?
O
3
Zn H 2O
Q.34 Which of the following produce chiral molecule after treatment with Lindlar's catalyst?
O
||
(I) (II) OHC C C CH 2 C CHO
|| ||
O O
O
||
(III) CHO (IV) OHC C C CH 2 CH O
| ||
CHO O
(A) I, II, III & IV (B) I, III, IV (C) I, II, III (D) I, II, IV
Q.38 HCl
?
(1eq.)
Q.39 CH3–CC–CH3
CH 3
| O3
Q.40 CH 3 C CH 3 H (A) (P) + HCHO
Zn , H 2O
|
OH
Product (P) is
O
||
(A) CH3–CH2–CHO (B) CH 3 C CH 3 (C) CH 3 CH CHO (D) CH3–CHO
|
CH 3
Q.41 The product A and B in the following sequence of reactions, respectively are
Li
, EtOH
A (
i ) O3 (1 equiv.)
B
NH3 ( l ) ( ii ) Zn H 2O
(A) (B)
(C) (D)
( i ) B2 H 6 ,THF conc. H PO 4
X 3 Y dil
. H
2SO 4
Z
(ii ) H 2O 2 / OH
Z is :
Q.43 Br
2 Products obtained in this reaction are
CCl4
Me
(A) Diastereoisomers (B) Enantiomers (C) Positional isomers (D) Single meso compound
COONa
COONa COONa
(A) (B)
(C) (D)
HCl
Q.45 Me CH CH CH Ph
W
|
Et
W is
(A) Me CH CH 2 CH Ph (B) Me CH CH CH 2 Ph
| | | |
Et Cl Et Cl
(C) Me CH CH CH 2 (D) Cl CH CH CH 2 Ph
| | | | |
Cl Et Ph Et Me
Q.46 Ozonolysis of which of the reactant will give acetone as one of the product
aq. KOH
Q.47 Me–CH = CH2 + CHCl3 A (Major products) is
excess ,
(A) (B) OH
O OH
O OK
(C) (D)
OK O
H Br
Q.48 Br h
2 /
Major (X) Major (Y) Major (Z)
Alcoholic
KOH / Peroxide
CH 2–I
O3
Q.49 CH 3 C C H NaH
(X) (Y) (Z)
H 2O 2
Final products (Z) of reaction are?
COOH CH2–COOH
(A) Et–COOH & (B) CH3– COOH &
COOH COOH
(C) CH3 – COOH & (D) CH3– COOH &
OH
(A) &
OH
OH OH
(B) &
O
OH
(C) &
OH
(D) None of these
HgSO
Q.51 HC CH 4 (A) dil
.OH (B)
H 2SO 4 5C
(A) 22.4 litres (B) 44.8 litres (C) 6.72 litres (D) None of these
Q.54 Find out the wrong statement about Correy House reaction?
(A) The rate of reactivity for alkane synthesis by Correy House reaction is 1° R–X > 2° R–X > 3° R–X
(B) This is good process to obtain alkane with odd number of carbons
(C) It introduce alkyl part in form of RÅ
(D) It gives alkene as major product with 3° R–X
Q.55 When the boiling points of the first ten normal alkanes are plotted the graph looks like:
400
K 300
(A) (B) 200 (C) (D)
100
5 10
No. of C atoms
which reagent :
(A) Zn Hg / HCl (B) LiAlH4
SH SH
(C) N2H4 / EtONa (D) | | H Ni
CH 2 CH 2 2
Q.57 A hydrocarbon which requires 50 lit. of oxygen for complete combustion of its 0.25 mole & it gives
same product when treated with HBr in presence or absence of peroxide and gives Non-resolvable
product with Br2 in CCl4. Identify the hydrocarbon from the following.
Q.58 conc
.H 2SO 4
Product.
Catalytic amount ,
Cyclohexene
(A) Cyclohexanol (B) Cyclohexylidene cyclohexane
(C) Cyclohexane (D) Cyclohexylcyclohexene
CH CH PPh Br
Q.59 HO
(X) 2
3
(Y)
Chemistry by Ajay Y Kapoor Sir, Mobile No. 87507-31917 [Page No. 10]
Chemistry by Prof. Ajay Y Kapoor Sir
HO
Q.62 ?
Q.63 Two C4H6 isomers give the same C4H8O product with HgSO4 and dil. H2SO4. However, these isomers
give different C4H6Br4 products with excess bromine. What are these isomeric hydrocarbons?
(A) Cyclobutene and 1-butyne
(B) 1, 2-butadiene and 1, 3-butadiene
(C) 2-butyne and cyclobutene
(D) 2-butyne and 1-butyne
KOH
Q.64 H Product Product.
/ KMnO 4
O O O O
HO HO
(A) (B) (C) (D)
O O O O
( i ) 2 CO 2
Q.65 HC CH 2 (A)
CH3MgBr
(B) H
2SO 4
(C)
(D)
HgSO 4
( ii ) HOH / H
O O
|| ||
(A) CH 3 C COOH (B) CH 3 C CH 3
Chemistry by Ajay Y Kapoor Sir, Mobile No. 87507-31917 [Page No. 11]
Chemistry by Prof. Ajay Y Kapoor Sir
O
O
|| CH—C
(C) HOOC C CH 2 COOH (D) O
CH—C
O
Q.68 How many products having 12 carbon are obtained in following reaction.
Na
14 Cl
Electrolysis
Q.69 HCOOK + CH3COOK Product obtained is/are:
(A) H2 (B) CH3—CH3 (C) CH4 (D) all the above
(v) (
i ) NaCl
P (major)
(ii ) H O
2 5
Chemistry by Ajay Y Kapoor Sir, Mobile No. 87507-31917 [Page No. 12]
Chemistry by Prof. Ajay Y Kapoor Sir
Mg HOCH CH 2C CH
Q.71 Monochlori
nation (A) (B) 2
Et 2O ( 7 gms )
(8.4 gms)
How many gms of cyclohexane will be formed in the above reaction (Consider the yield to be 100% in
each step)
(A) 1.68 gm (B) 8.40 gm (C) 16.80 gm (D) 0.84 gm
Q.72 HBr
Major product is
1eq., 40C
Br Br
(A) (B)
(C) (D)
Br
Br
Q.73 H
2
Product.
Me Pd BaSO 4
H
(A) Reactant and product both are optically active
(B) Reactant and product both are optically inactive
(C) Reactant is optically active and product is optically inactive
(D) Reactant is optically inactive and product is optically active
(B) H
2 (1 eq )
Pt
(A) will be the same (B) a > b > c (C) a < b < c (D) a > b = c
Q.76 Which of the following compounds will not give Diel-Alder reaction
Chemistry by Ajay Y Kapoor Sir, Mobile No. 87507-31917 [Page No. 13]
Chemistry by Prof. Ajay Y Kapoor Sir
Q.77 The correct order of acidity of the C – H proton is :
(A) acetylene > ethylene > ethane (B) ethylene > acetylene > ethane
(C) ethane > ethylene > acetylene (D) acetylene > ethane > ethylene
Q.78 B
H 2O, H 2SO 4 / HgSO 4
D2O A, A, B and C are
, HgSO 4 / H 2SO 4
alc
.KOH
P is
HCl
P
(A) (B)
LiAlH
Q.81 X 4 Y + Z
Both Y & Z give +ve iodoform test. Structure of X is:
O O
|| ||
(A) CH 3CH 2 C O CH 2CH 3 (B) CH 3 C O CH
Chemistry by Ajay Y Kapoor Sir, Mobile No. 87507-31917 [Page No. 14]
Chemistry by Prof. Ajay Y Kapoor Sir
CH 3 O O
| || ||
(C) CH 3 C —— C — O CH — CH 3 (D) CH 3 CH— C — O CH — CH 3
| | | |
CH 3 CH 3 CH 3 CH 3
Q.82 Select the best reagent to carry out the following transformations.
Pr Pr
Br I II III H OH HO H
2 +
HO H H OH
Pr Pr
(I) (II) (III)
(A) Acetylene
NaNH2 / NH3 H2 / Pd OsO4 / NaHSO3
(B) Acetylene
NaNH2 / NH3 H2 / Lindlar catalyst BH3 / NaOH, H2O2
(C) Acetylene
NaNH2 / NH3 Li / NH3 cold KMnO4 / NaOH / H2O
(D) Acetylene
NaNH2 / NH3 H2 / Lindlar catalyst OsO4 / NaHSO3
O
ZnHg / HCl
A
Q.83
N2H4/OH
B
CH2–CH2–N
I
Product A & B are repectively
(A) and
CH2–CH2–NMe3 CH2–CH2–NMe3
NMe3
(D) and
NMe3
Chemistry by Ajay Y Kapoor Sir, Mobile No. 87507-31917 [Page No. 15]
Chemistry by Prof. Ajay Y Kapoor Sir
Q.84 Which of the following produce chiral molecule after treatment with Lindlar's catalyst?
(i ) CF CO H
3
3
Final product is
( ii ) H3O
O OH OH
(A) O (B) (C) (D)
OH OH
Q.86 Catalyst used in conversion of n-hexane into benzene is:
(A) AlCl3 (B) SiO2–Al2O3 (C) Cr2O3–Al2O3 (D) MnO2
H
H2O A
Hg(OAc)2
H2O/NaBH4
B
Q.87
B2H6/THF
H2O2/NaOH
C
Select the correct statement about products A, B & C.
(A) A is a primary alcohol (B) B is a secondary alcohol
(C) C is a tertiary alcohol (D) A & C are secondary alcohol
Q.88 A C6H10 hydrocarbon forms an insoluble silver salt when treated with silver nitrate in ethanolic ammonia.
Acid catalyzed hydration with a HgSO4 catalyst generates a single C6H12O ketone, and permanganate
oxidation yield a C5H10O2 carboxylic acid. This compound is most likely which of the following?
Q.89 On (reductive) ozonolysis of natural rubber, 4-Oxo-pentanal is obtained the monomer of natural rubber
would be
(A) H 2C CH CH CH 2 (B) H3C – CH = CH – CH = CH2
|
CH 3
(C) H 3C C CH CH 3 (D) H2C = CH – CH2 – CH = CH2
|
CH 3
Q.90 A C8H14 hydrocarbon (X) is reduced by sodium in liquid ammonia to a single C8H16 product (Y).
Both of these compounds undergo hydrogenation (Pt catalyst) to give 2, 5-dimethylhexane. Ozonolysis
of Y with an oxidative workup produces a single C4H8O2 carboxylic acid. Reaction of Y with perbenzoic
acid (C6H5CO3H) gives a chiral C8H14O product, but reaction with bromine gives an achiral C8H14Br2
product. What are X and Y?
(A) X is 2,5-dimethyl-3-hexyne ; Y is cis-2, 5-dimethyl-3-hexene.
(B) X is 2, 5-dimethyl-3-hexyne ; Y is trans-2, 5-dimethyl-3-hexene.
(C) X is 2, 5-dimethyl-1, 5-hexadiene ; Y is 2, 5-dimethyl-3-hexyne.
(D) X is 2, 5-dimethyl-2, 4-hexadiene ; Y is cis-2, 5-dimethyl-3-hexene.
Chemistry by Ajay Y Kapoor Sir, Mobile No. 87507-31917 [Page No. 16]
Chemistry by Prof. Ajay Y Kapoor Sir
Ph Ph
Q.91 (
i ) BD3 . THF
Product is
(ii ) HCOOD / D 2O
H H
Ph Ph Ph Ph
H D D H H D H H
(A) D H (B) H H (C) H D (D) D D
Ph Ph Ph Ph
O O
|| ||
(A) CH 3CCOOH (B) CH3COOH (C) CH 3CCHO (D) CH3COOH
Q.94 Organic product of which of the following reactions will have duterium in it?
D H H H
| | | |
alc.KOH
(a) H C C H (b) H C C H alc
.KOH
| | | |
H Cl D Cl
(A) only (a) (B) only (b) (C) both (a) & (b) (D) none
Q.95 Match List-I with List-II (no. of structural isomers produced in -E2 elimination) and select the correct
answer.
List-I List-II
Chemistry by Ajay Y Kapoor Sir, Mobile No. 87507-31917 [Page No. 17]
Chemistry by Prof. Ajay Y Kapoor Sir
(a) (b) (c) (d) (a) (b) (c) (d)
(A) (i) (ii) (iv) (iii) (B) (iv) (iii) (i) (ii)
(C) (iv) (iii) (ii) (i) (D) (i) (iii) (iv) (ii)
Q.96 In which of the following structures the pair of starred carbon atoms do not lie in the same plane.
*
CH3 * CH3
CH3
(A) C=C (B)
H *
CH3 CH2
*
H *
* CH3 CH2 CH3
CH=C
(C) H (D)
* CH3* H
Q.97 Treatment of 2, 2, 6, 6 tetramethyl cyclohexanol with acid leads to the formation of alkene after
rearrangement. The structure of alkene is
(A) (B)
(C) (D)
Q.98 A polymer on ozonolysis gives 2,5 – hexanedione only. Hence, the monomer of the polymer would be
Q.99 1
eq
H 2 Pd
OH Baeyer 's
Q.100 conc
. H 2SO 4
Product(s).
reagent
Chemistry by Ajay Y Kapoor Sir, Mobile No. 87507-31917 [Page No. 18]
Chemistry by Prof. Ajay Y Kapoor Sir
Q. 1 B Q. 2 B Q. 3 A Q. 4 B Q. 5 B
Q. 6 A Q. 7 C Q. 8 D Q. 9 D Q. 10 B
Q. 11 B Q. 12 C Q. 13 B Q. 14 A Q. 15 C
Q. 16 C Q. 17 D Q. 18 D Q. 19 B Q. 20 A
Q. 21 B Q. 22 B Q. 23 B Q. 24 B Q. 25 D
Q. 26 B Q. 27 B Q. 28 A Q. 29 B Q. 30 B
Q. 31 C Q. 32 A Q. 33 A Q. 34 C Q. 35 C
Q. 36 C Q. 37 D Q. 38 C Q. 39 B Q. 40 B
Q. 41 D Q. 42 A Q. 43 B Q. 44 B Q. 45 A
Q. 46 B Q. 47 D Q. 48 C Q. 49 B Q. 50 C
Q. 51 B Q. 52 B Q. 53 D Q. 54 B Q. 55 B
Q. 56 B Q. 57 B Q. 58 B Q. 59 B Q. 60 B
Q. 61 D Q. 62 B Q. 63 D Q. 64 B Q. 65 A
Q. 66 A Q. 67 A Q. 68 C Q. 69 D Q. 70 B
Q. 71 B Q. 72 C Q. 73 A Q. 74 D Q. 75 B
Q. 76 C Q. 77 C Q. 78 A Q. 79 B Q. 80 C
Q. 81 B Q. 82 C Q. 83 D Q. 84 C Q. 85 D
Q. 86 C Q. 87 D Q. 88 D Q. 89 A Q. 90 B
Q. 91 C Q. 92 A Q. 93 A Q. 94 C Q. 95 B
Q. 96 D Q. 97 C Q. 98 D Q. 99 D Q. 100 D
Q. 101 D
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