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

IIT JEE: 2015 CRASH COURSE (C-12) DATE:
TOPIC: HALOGEN DERIVATIVES

SECTIONI (Multiple Choice Questions)

This section contains 05 multiple choice questions. Each question has 4 choices (A), (B), (C)
and (D) for its answer, out which ONLY ONE is correct.

1. CH 3 Mg Br + Ethyl Ester
H2O H
Major product
( excess )
Which can be formed as major product
CH2H5 C3H7 C2H5 CH3
C2H5 OH CH3 OH CH3 OH CH3 OH
C2H5 C2H5 C2H5 CH3
(a) (b) (c) (d)

2. In the following reaction intermediate is

OH

O O
O
Br O

(a*) Br (b*) Br Br (c*) Br (d) Br

3.

4.
CH3

NO 2
Above reaction has maximum rate when
(a) X = I (b) X = Cl (c) X = Br (d) X = F

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5. Which of the following pair differentiated by Iodoform reaction
O O O O
CH3
H3C CHH33C H3C H H H
(a) (b*)
O O
O O
I I
Ph H
(c*) Ph H H H (d) I

6. Which of the following is correct product for the given reaction

(a) Cl (b)

(c) Cl (d) Br

7. Which of the following order is correct for the energy required for heterolytie cleavage of indicated
C Cl bonds producing carbocation?
CH2 Cl

N CH2 Cl
O O CH2 Cl H
(I) (II) (III)
(a) I > II > III (b) III > II > I (c) II > III > I (d) I > III > II

8. Which of the following reaction will not give ether as a major product
(a) CH 3 CH 2 Cl + Ag 2 O ( dry )

(b) ( CH 3 )3 C Cl + C2 H 5 O N a

(c)
CH3
O CH3
CH3
(d)

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9. Gemdichloride is not formed in the reaction as major product
O
CH3 CH3 and PCl5
(a) CH 3 .CHO + PCl5 (b)
(c) Cl CH 2 =
CH 2 and HCl (d) CH 2 = CH 2 and Cl2

SECTION-II (Multiple Choice Questions)

This section contains 3 multiple choice questions. Each question has 4 choices (A), (B), (C)
and (D) for its answer, out which ONE OR MORE is/are correct.

1. Which of the following reaction is example of syn. elimination

(a*) CH 3 .CH 2 .CH 2 .OCO.CH 3
(b*)

(c)

(d*)

SECTION III (Integer Answer Type)

This section contains 5 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.

9. Find sum of ( A + B + C ) in following reactions

R-1:-
O
Ph C CH3
R-2:-
Br
CH3
H3C
Br
R-3:-
Ph CH CH2
Cl Cl

10. How many correct statements (s) about following reaction and related graph is
CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 3
 S-I. P & Q are nucleophilic substitution products by SN 2 mechanism
S-II.Only R & S are elimination products by E 2 reaction mechanism
S-III. P is the nucleophilic substitution product by SN 2 reaction mechanism
S-IV. Q, R, S are elimination products by E 2 reaction mechanism

11. How many possible products in following reaction

Br CH CH3

Me

12. How many substrates will show rearrangement during SN1 reaction
CH3
CH3 I
H3C CH3 Ph Br
H3C
H3C Br H3C CH3
CH3 CH3
Br
Br H3C

CH3 Cl
Br
CH3
CH3 Br
Cl
CH3

13. Find number of equivalents of GRIGNARD reagent (X) used in following reaction is

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 OH
CH3.O 2C NH-C 2H5

HS
SECTION IV (Paragraph Type)
This section contains 2 multiple choice questions relating to 1 paragraph. Each question has
four choices (A), (B), (C) and (D) out of which ONLY ONE is correct.

Passage for (Que. No. 14-15)

An optically active hydrocarbon (A) has molecular formula C8 H18 . A on monochlorination give five
alkyl halide B to F with their molecular formula C8 H17 Cl . B does not undergo dehydrohalogenation
on treatement with alcoholic solution of KOH. Treatment of either C or D with alcoholic KOH yield
same alkene ( C8 H16 ) , which on ozonolysis following by work up with zn dimethyl sulphide give an
optically inactive compound C6 H12 O and ethanal. Also (C) enantiomeric where as ( D) is
distereomeric E on dehydrohalogenation yields analkene. Which on reductive ozonolysis yields
( H )( C7 H14O ) , which is optically inactive ( H ) on treatment with LiAlH 4 yields I ( C7 H16 O ) which
can be resolved into enantiomers. (F) on dehydrohalogenation yields an alkene ( C8 H16 ) , which on
reduction ozonolysis yields ( J )( C7 H14 O ) which is optically active and have same configuration as
that of (A) Identifiy (A) to (Z)
14. Structure of (A) is
CH3 CH3
H3C CH3
H3C
CH3 CH3
(a) (b)
CH3 CH3
H3C
H3C CH3 CH3
CH3
CH3 CH3
(c*) (d)

15. Structure of (B) is

Cl
Cl
H3C CH3 H3C CH3
CH3
CH3 CH3
(a) (b*)
CH3
Cl CH3 CH3
H3C CH3 Br
CH3 H3C
CH3 CH3
(c) (d)

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 SECTION - IV (Matrix Match Type)
This section 1 Question. Each question has four statements Given in Column - I and four
statements in Column II. Any given statement in Column I can have correct matching with
one or more statement (s) given in column II.

16. Match the following

Column I Column II
(A) CH 3 CH ( Br ) CD3 on (P) E1 reaction
treatment with alc. KOH gives
CH =2 CH CD3 as a major
product
(B) Ph CHBr CH 3 reacts faster (Q) E 2 reaction
then Ph CHBr CD3
(C) Ph CH 2 CH 2 Br on (R) E1CB reaction
treatment with

C2 H 5OD / C2 H 5 .O gives
Ph.CD = CH 2 as the major
product
(D) Ph CH 2 CH 2 Br and (S) First order
Ph CD 2 .CH 2 Br react with
same rate

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 ANDHERI / BORIVALI / DADAR / CHEMBUR / THANE / MULUND/ NERUL / POWAI
TOPIC: (ANSWER KEY)

1 [] 2 [] 3 [] 4 [] 5 [] 6 [] 7 []

8 [] 9 [] 10 [] 11 [] 12 [] 13 []

14 [] 15 [] 16 []

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