Dfe 4 B 043 Bcca 419825

ANDHERI / BORIVALI / DADAR / CHEMBUR / THANE / MULUND/ NERUL / POWAI
IIT JEE: 2016
CRASH COURSE (C 8 A 1)
TOPIC: ISOMERISM, REACTION MECHANISM
SECTIONI (Single Choice Questions)

This section contains 10 multiple choice questions. Each question has 4 choices (A), (B), (C)
and (D) for its answer, out which ONLY ONE is correct.
1.
Which molecule is (R, Z)-7-methoxy-2, 7-dimethyl-4-propylnona-1, 4-diene?

H3CO
H3C
H3C
CH3
H3C
CH3
OCH 3
CH3
CH2
CH3
(A)
H3CO
CH2
CH3
(B)
H3CO
CH3
H3C
CH3
OCH3
H3C
CH3
CH2
(C)
2.
CH3
CH2
CH3
(D)
Which type of isomerism is observed between I and II?

CH3 CH 2 NH CHO
CH 3 CH CHO
NH 2
(I)
3.
4.
(II)
(A) Chain isomers

(C) Functional group isomers
(B) Position isomers

(D) Metamers
Meso-tartaric acid and d-tartaric acid are

(A) Positional isomers
(C) Diastereomers
(B) Enontiomers
(D) Racemic mixture
How many stereoisomers of the following molecule are possible?

HOOC.CH C CH.COOH
(A) only two optical isomers
(B) only two geometrical isomers
(C) two optical and two geometrical isomers
(D) none
CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 1
5.
What of the following pair of isomers can not be separated by fractional distillation?
(A) Maleic acid and fumaric acid
(B) (+) - Tartaric acid and meso-tartaric acid
CH3 CH COOH
NH 2
(C)
and H 2 N CH 2 CH 2 COOH
(D) (+) - lactic acid and () - lactic acid

6.
Identify specific rotation of a mixture have 5g of (+) 2-butanol and 7g of () 2-butanol, if specific
rotation of 100% pure compound is +13.5 o.
(A) 2.25o
(B) 1.6o
(C) 12.2o
(D) 4.45 o
7.
How many 1, 2-hydride shifts are involved during following reaction:

OH
CH3
conc.H 2SO 4
(A) 1
(B) 2
(C) 3
(D) 4
8.
H3C
CH3
OH
P
low Temp.
The product P is :
CH3
H3C
CH3
H3C
CH3
CH3
CH3
CH3
OH
(A)
9.
10.
(B)
(C)
(D)
In the given reaction :

HI/
C 6 H5 O CH 2 CH3
X Y
X & Y will be :
(A) C 6 H 5 I & CH 3 CH 2 I
(B) C 6 H 5 OH & CH 3CH 2 I
(C) C 6 H 5 I & CH 3 CH 2OH
(D) C 6 H 5OH & CH 2 CH 2
Identify correct reactivity order for E2 reaction with alcoholic KOH.

CH3
(i)H3C
CD3
Cl
CH3
(A) i ii iii
(B) iii ii i
(ii) D3C
Cl
CD3
(C) ii iii i
CT3
(iii) T3C
Cl
CT3
(D) iii i ii
SECTION-II (Multiple Choice Questions)

This section contains 20 multiple choice questions. Each question has 4 choices (A), (B), (C)
and (D) for its answer, out which ONE OR MORE is/are correct.
11.
Which of the following are optically active?

Me
Me
(B) Me
Cl
(A)
Me
OH
H3C
H3C
H
(C)
12.
Cl
(D)
Identify the compound that give trans product on reaction with Zn dust and heat.
Cl
CH3
H
Cl
Cl
CH3
CH3
(A)
CH3
CH3
Cl
13.
Cl
(B)
Cl
CH 3
Cl
(C)
CH3
Cl
T
(D)
C2 H5
Identify the structure of meso compounds?
D
CH 3
CH3
H
D
CH3
H
CH3
(A)
(B)
Cl
D
CH3
OH
Cl
(C)
Me
CH3
(D)
D
OH
CH3
14.
Identify compounds that show geometrical isomerism.

CH3
Cl
Me
S
(A) H
H
CH2
(C) H3C
15.
(D) H2C
CH2
Which of the following can show tautomerism?

O
(A)
CH4
(B)
(C)
16.
CH3
(B)
(D)
The correct conformation of the following compound can be :

Et
Me
CMe3
CMe3
Me
Me 3 C
Me
Et
Et
(A)
(B)
Me
Me3C
Me3C
(C)
Me
Et
(D)
Et
17.
Identify compound having highest heat of combustion.

Me
Me
t-Bu
t-Bu
(A)
(B)
t-Bu
Me
(C)
18.
19.
Me
Me
(D)
Which of the following is not a isomer of Butanal?

(A) Butanol
(B) Butanone
(C) Diethyl ether
(D) Butenol
The Fischer projection of the given Newmann projection can not be :

H
Me
CHO
OH
Ph
D
Ph
HO
(A)
20.
Ph
H
Ph
CHO
CH3
CH3
OHC
CHO
D
(B)
OH
H
OH
Me
OH
Ph
CHO
CH3
(C)
(D)
The dihedral angle between two methyl groups in partially eclipsed conformation of n-butane is :
(A) 180 o
(B) 120 o
(C) 90o
(D) 109 o28
21.
CH3
OH
1eq.
OH
CH3
Correct statements for the given reaction :

(A) Product mixture is resolvable
(B) Products can be separated by fractional distillation of mixture.
(C) Two products possible and both are optically active
(D) Products are diastereomers
22.
Which of the following reaction are nucleophilic substitution reaction?

(A) R CHO R 'MgX
R CH R '
OH
CH3
(B)
CH3
H C
Br NH 3
3
H3C
CH3
(C)
H3C
NH2
CH3
H 2 O
H C
3
CH3
OH
CH 3 CH CH 3
(D) CH3 CH CH 2 H3O
OH
23.
OH
OH
Me
Me
Major product is :
OH
H2C
CH2
H2C
(A)
H3C
OH
H3C
H3C
(C)
24.
Me
(B)
OH
CH3
(D)
The possible structure of the alcohol is

H 2SO4
R OH
Alcohol
CH 2
OH
OH
OH
(A)
25.
(B)
(C)
OH
(D)
Which of the following can be formed during given reaction?

Cl
Aq. NaOH
Cl
OH
OH
OH
O
Ph
(A)
26.
Ph
Cl
Ph
Ph
OH
(B)
Ph
Ph
H
(C)
(D) Ph
Ph
Which of the following solvents favour SN2 reaction?

O
O
Me
(A) Me
27.
Me
(B) Me
H
Me
(C)
Me
(D) CCl4
Select correct statement for given reaction :

OH
(A) Double bond equivalent of final product is odd number

(B) Reaction proceed via E2 mechanism
(C) only two 1, 2-shifts will take place
(D) product is spiro compound.
28.
Consider the reactions :

C 2 H5 OH
CH3 2 CHCH 2OC 2 H5 HBr
i CH 3 2 CHCH 2 Br
C HO
CH 3 2 CHCH 2 OC 2 H 5 Br
ii CH3 2 CHCH2 Br
2
The mechanisms of reaction (i) and (ii) are respectively :

(A) SN2 and SN1
(B) SN2 and SN2
(C) SN1 and SN2
29.
Which will dehydrate at faster rate by H 3PO4 :

(A) 2-methyl butan-2-ol
(C) Butan-1-ol
30.
(D) SN1 and SN1
(B) 3-methyl butan-2-ol

(D) 2-methyl butan-1-ol
Which of the following is correct about product P?

OH
'P '
OH
(A) It is a spiro compound

(C) It can show tautomerism
(B) It is a ketone
(D) Its Double bond equivalent is 3
SECTION III (Integer Answer Type)

This section contains 20 questions. The answer to each of the questions is a single digit integer,
ranging from 0 to 9. The correct digit below the question number in the ORS is be bubbled.
31.
Number of optically active alcohols with molecules formula C5 H12O is
32.
How many chiral centers are present in given compound?

OH
CH3
CH3
Me
H3C
N
CH3
33.
Ph
HO
Number of primary amides for molecules formula C5 H11ON
34.
Number of molecules that show geometrical isomerism :

CH3
CH3
CH3
H3C
H2C
CH3
CH3
H3C
CH3
CH2
CH3
CH3
CH3
Cl
N
CH3
H2C
Cl
CH3
H3C
H3C
H3C
CH3
CH3
F
C
OH
Br
C
Cl
F
C
HN
NH
35.
Total number of vicinal diol for molecular formula C 4 H10O 2 is :
36.
How many of the given compounds are Z-form?

OH
H3C
CH3 H3C
Me
OH
Et
OMe
CN
CN
H2N
NH2
CH3
OH
CH2
HC
CH3
Br
Cl
37.
CH3
Me
H3C
Me
CH3
CH3
CH3
CH3
How many chiral carbons are present in given compound?

CH3
CH3
CH3
N
H3C
Cl
S
OH
38.
Number of hyperconjugating structures (involving CH bond) for given compound :

CH3
39.
How many stereoisomers are possible for the given compound?
OH
H 3C
CH3
40.
CH3
Br
Br
CH3
H3C
Br
CH3
II
If
x Number of stereoisomers of I
y Number of stereoisomers of II
Find value of 2 x y
41.
Total number of stereoisomers of the following compound are :

CH3
CH3
H3C
42.
Number of plane of symmetry in Benzene.
43.
How many 1, 2-shifts are involved during the course of following rearrangement :
44.
CH3
NBS
Total number of allylic brominated products in the given reaction :

45.
How many of the following carbocations undergo re-arrangement?

CH3
H3C
CH3
CH3
H3C
H3C
CH3
H3C
CH3
H3C
OH
CH3
H3C
CH3
CH2
CH3
46.
Total number of alkene products when 3-chloro-3-mthylheptane react with alcoholic KOH and heat.
47.
If x is the total number of -H present in alkene formed as major product when 2, 3-dimethyl
butanol react with conc. H2SO4/ . Find x .
2
48.
Calculate percentage of recemic mixture, if (R)-2-chloro butane on reaction with NaOH gives 98%
inverted product.
49.
CH3
Aq. KOH
C onc. H SO
2
4
A
B
CH3
H3C
I
Considering B as the major product of the above reaction, if :

x no. of carbon in principal chain in B
y no. of ' CH 3 ' units present in B
Find x y .
50.
How many of the following is correct regarding stability of carbocation?

F
CH3
CH3
CH3
H3C
H3C
CH 3
iii
CH3
CH3
H3C
H3C
CH 3
iv
CH3
CH3
ii
NO2
CT 3
CH3
vi
CH 3
CH3
CT 3
CT3
CH3
vii
viii
H3C
CH3
CH2
ANDHERI / BORIVALI / DADAR / CHEMBUR / THANE / MULUND/ NERUL / POWAI
IIT JEE: 2016
CRASH COURSE (C 8 A 1)
TOPIC: ISOMERISM, REACTION MECHANISM
ANSWER KEY
1.
(A)
2.
(C)
3.
(C)
4.
(A)
5.
(D)
6.
(A)
7.
(B)
8.
(D)
9.
(B)
10.
(A)
11.
(AD)
12.
(ABC)
13.
(ABC)
14.
(ABD)
15.
(D)
16.
(BD)
17.
(C)
18.
(AC)
19.
(BCD)
20.
(B)
21.
(AC)
22.
(BC)
23.
(D)
24.
(AB)
25.
(ABD)
26.
(ABC)
27.
(AC)
28.
(B)
29.
(A)
30.
(ABCD)
31.
(6)
32.
(9)
33.
(5)
34.
(6)
35.
(6)
36.
(4)
37.
(5)
38.
(7)
39.
(4)
40.
(4)
41.
(8)
42.
(7)
43.
(4)
44.
(9)
45.
(2)
46.
(5)
47.
(6)
48.
(4)
49.
(8)
50.
(6)

Dfe 4 B 043 Bcca 419825

Hochgeladen von

Dokumentinformationen

Originaltitel

Copyright

Verfügbare Formate

Dieses Dokument teilen

Dokument teilen oder einbetten

Freigabeoptionen

Stufen Sie dieses Dokument als nützlich ein?

Sind diese Inhalte unangemessen?

Copyright:

Verfügbare Formate

Dfe 4 B 043 Bcca 419825

Hochgeladen von

Copyright:

Verfügbare Formate

ANDHERI / BORIVALI / DADAR / CHEMBUR / THANE / MULUND/ NERUL / POWAI

IIT JEE: 2016

SECTIONI (Single Choice Questions)

Which molecule is (R, Z)-7-methoxy-2, 7-dimethyl-4-propylnona-1, 4-diene?

Which type of isomerism is observed between I and II?

(A) Chain isomers

(B) Position isomers

Meso-tartaric acid and d-tartaric acid are

How many stereoisomers of the following molecule are possible?

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 1

(D) (+) - lactic acid and () - lactic acid

How many 1, 2-hydride shifts are involved during following reaction:

In the given reaction :

(B) C 6 H 5 OH & CH 3CH 2 I

(C) C 6 H 5 I & CH 3 CH 2OH

(D) C 6 H 5OH & CH 2 CH 2

Identify correct reactivity order for E2 reaction with alcoholic KOH.

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 2

SECTION-II (Multiple Choice Questions)

Which of the following are optically active?

Identify the structure of meso compounds?

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 3

Identify compounds that show geometrical isomerism.

Which of the following can show tautomerism?

The correct conformation of the following compound can be :

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 4

Identify compound having highest heat of combustion.

Which of the following is not a isomer of Butanal?

The Fischer projection of the given Newmann projection can not be :

Correct statements for the given reaction :

Which of the following reaction are nucleophilic substitution reaction?

The possible structure of the alcohol is

Which of the following can be formed during given reaction?

Which of the following solvents favour SN2 reaction?

Select correct statement for given reaction :

(A) Double bond equivalent of final product is odd number

Consider the reactions :

The mechanisms of reaction (i) and (ii) are respectively :

Which will dehydrate at faster rate by H 3PO4 :

(D) SN1 and SN1

(B) 3-methyl butan-2-ol

Which of the following is correct about product P?

(A) It is a spiro compound

SECTION III (Integer Answer Type)

Number of optically active alcohols with molecules formula C5 H12O is

How many chiral centers are present in given compound?

Number of primary amides for molecules formula C5 H11ON

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 7

Number of molecules that show geometrical isomerism :

Total number of vicinal diol for molecular formula C 4 H10O 2 is :

How many of the given compounds are Z-form?

How many chiral carbons are present in given compound?

Number of hyperconjugating structures (involving CH bond) for given compound :

How many stereoisomers are possible for the given compound?

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 8

Total number of stereoisomers of the following compound are :

Number of plane of symmetry in Benzene.

Total number of allylic brominated products in the given reaction :

How many of the following carbocations undergo re-arrangement?

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 9

Considering B as the major product of the above reaction, if :

How many of the following is correct regarding stability of carbocation?

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 10