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

IIT JEE: 2015 CRASH COURSE (C-14) DATE:

TOPIC : ALDEHYDES

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. Identify the major product (P) in the following reaction.

O O O
Cl
+ H

O
O

(a) O (b) O

O
O
(c) O (d) O

2.
CH2

CH2
+
CHO
What is X?
CHO

CHO

(a) (b)
CHO

(c) (d)

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3.
O O
+ Cl CH2 C OEt
KOtBu

A
dil.NaOH
B

OH
O OH O
O
C OH
C OH
(a) (b)
O
O O
O
(c) OH (d)

4.
O
H C H

What is D?
OH
O
CH2 CH C Ph
CHO Ph CH2-CH2CHO
(a) (b)
OH
CH2 CH C Ph
CH3
(c) (d) PhCOCH 2 CH 2 CH 3

5.
O

CH3
H3C
O
O O O O

CH3 CH3

(a) (b)

(c) O (d) None of these

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 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.

C10 H16 ( A ) C10 H16 .O 2 ( B ) C10 H14 O ( c ) ( D ) C10 H16 ( E ) C10 H18

O3 eq.OH Zn Hg
6. H2O HCl Se

A can be obtained by naphthalene
S

(a) C10 H18 is relatively soluble in water
(b) D is

(c) B is soluble in NaHCO3

(d) D:

7.
O

Me
1.Me2 CuLi
2.H +
X
Me OEt
O

Me
Me
What is true:-
OH O
CH3

X: Me Me
Y:
(a) Me OEt (b) Me Me
O OH
Me

X: Me Y: Me
(c) Me Me (d) Me

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8.
CH3
Br
CH3

Which of the following statements are true?

CH3 CH3

A: B:
H3C CH3 H3C CH3
(a) (b)
CH3 CH3

H3C CH3 BH: 3C CH3

A: O O
(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. Examine the structural formulas of following compounds and find out number of compounds which
show higher rate of nucleophilic addition than
O
H3C C H

O H O H O H O H O H O H

, , , , ,

OCH3 Cl NO2 N(CH3)2 OH C N

10. Which of the following compounds give precipitate with tollens reagent?
O O O O O
, ,
H3C H H3C OH , H OH H,3C H , Ph H

O
H3C O O CH3 CH 3 C C H
,
CH , ,
H3C O 3H C CH3 O OH
3

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 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. 11 to 13

A tertiary alcohol (H) upon acid catalysed dehydration gives a product ( I ) . Ozonolys of ( I ) leads
to compounds ( J ) and ( K ) . ( J ) upon reaction with KOH gives benzyl alcohol and a compound ( L ) ,
whereas ( K ) on reaction with KOH gives only ( M ) . The compound ( M ) has the structure as shown
below.
O
H3C Ph

Ph H
11. The compound ( H ) is formed by the reaction of
O O

Ph CH3 and PhMgBr Ph CH3 and

(a) (b)
O O Me

and Ph H and Ph MgBr

(c) Ph H (d)

12. The structure of the compound ( I ) is

Ph CH3 H3C Ph Ph CH3 H3C CH3

H CH2Ph
(a) H Ph (b) H Ph (c) (d) Ph H

13. The structures of the compounds ( J ) , ( K ) and ( L ) are respectively

(a) PhCOCH 3 , PhCH 2 COCH 3 and PhCH 2 CO O K

(b) PhCHO, PhCH 2 CHO and PhCO O K

(c) PhCOCH 3 , PhCH 2 CHO and CH 3CO O K

(d) PhCHO, PhCOCH 3 and PhCO O K

Passage for Que. No. 14 to 15

Most ketoximes when treated with a strong acid-catalyst undergo a rearrangment to form N-
substituted amides. This is known as Beckmann rearrangment. It involves migration of alkyl / aryl
group from carbon to nitrogen. The reaction is stereospcific and it is the group which is anti to the
OH group that migrates. The reaction proceds through the formation of a cationic intermediate as
shown below.

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 R
C N
R OH
Ketoxime

O H O
C C N R
R' NHR R'
Amide

14. In the reaction

The major product formed is

H3C CH3
H3C CH3
CH3
CH3
NH O

(a) O (b) NH
H3C CH3

CH3 H3C CH3

O H3C
CN

(c) (d)

15. Consider the following reaction

HO
N
Me

Me

Which of the following is expected to form as the major product?

O
H
N O
NH

(a) (b)

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 CN
CN

Me
Me
(c) Me (d) Me

SECTION - V (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.
List I (Compounds) List II (Reactions undergone)
A. CH 3CH 2 CHO 1. Haloform reaction
B. ( CH3 )3 C CHO 2. Benzoin condensation
C. Cl3C CHO 3. Aldol condensation
D. 4. Cannizzaro reaction
CHO
O

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 ANDHERI / BORIVALI / DADAR / CHEMBUR / THANE / MULUND/ NERUL / POWAI
TOPIC: ALDEHYDES
(ANSWER KEY) (C-14)

1 [a] 2 [b] 3 [a] 4 [b] 5 [c] 6 [ad] 7 [bc]

8 [bc] 9 [3] 10 [5] 11 [b] 12 [a] 13 [d]

14 [a] 15 [d] 16 [ A 3; B 4;C 1; D 2,3 .]

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