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SUPER

40 CHEMISTRY

ALDEHYDES KETONES AND CARBOXYLIC ACID

Practise 40 Most Important Questions to Crack IIT JEE MAINS

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Q-1 - 11823075

Convert

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Q-2 - 11485600

Convert
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Q-3 - 11485993

Convert the following :

(a)

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Q-4 - 20220882
Identify product (A) & (B) from the given product P , Q , R :

(A) A=P , B=Q

(B) A=Q , B=R

(C) A= Q , B=P

(D) A= R , B= P

CORRECT ANSWER: C

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Q-5 - 20221041

O
∣∣ NaNH 2 HC ≡ CH H 3O ⊕ 1H 2 / Pd Al 2O 3
CH 3 - C - CH 3 → P → Q → R → S → DT
What is the final product T.

O
∣∣
(A) H 3C - C ∣ CH3 = C - C - CH 3

OH

(B) CH 3 - C - CH 3

H 2C = CH
CH 3

(C) CH 3 - C - CH - CH 3

CH 3

(D) CH 3 = C - CH = CH 2

CORRECT ANSWER: D

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Q-6 - 20594940
Which of the following is not the product of an intramolecular aldol

condensation?

(A)

(B)

(C)

(D)

CORRECT ANSWER: C

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Q-7 - 19103165

Which β-keto acid shown will not undergo decarboxylation?

(A)

(B)

O
∣∣
(C) Ph - C - CH 2 - CO 2H

O
∣∣
(D) CH 3 - C - CH 2 - CO 2H

CORRECT ANSWER: B

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Q-8 - 20221172
The Birch reduction of benzoic acid gives:

(A)

(B)

(C)

(D)

CORRECT ANSWER: A

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Q-9 - 20221180

SOCl 2 Me 2NH ( C )
Ph - CO 2H → A → B → Ph - CHO
, unknown reagent (C) is:
(A) LiAlH 4

(B) NaBH 4

(C) LiAlH(t - BuO) 3

(D) Pℂ /CH 2Cl 2

CORRECT ANSWER: C

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Q-10 - 20594895

base
Ph - CH = CHCHO + CH 3CH = CHCHO → EtOH , Δ (A)87 %

, product of this reaction is:

(A) Ph(CH = CH) 2 - CHO

(B) Ph(CH = CH) 3CHO

(C) Ph - (CH = CH) 4CHO


(D) Ph - CH = CH - CH = CH - CH 3.

CORRECT ANSWER: B

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Q-11 - 15411966

The major product of the following reaction sequence is

(A)

(B)
(C)

(D)

CORRECT ANSWER: A

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Q-12 - 15411967

The compound which would yield 5 - Oxo- 2 - methylhexanal on

reductive ozonolysis
(A)

(B)

(C)

(D)

CORRECT ANSWER: B
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Q-13 - 15411968

The major product in the following reaction is

(A)

(B)

(C)

(D)
CORRECT ANSWER: D

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Q-14 - 15411970

The major product H of the given reaction sequence is


Θ CN 95 % H 2SO 4
CH 3 - CH 2CO - CH 3 → G - → Heat H

(A) CH 3 - CH = C ∣ CH 3 - COOH

(B) CH 3 - CH = C ∣ CH 3 - CN

(C) CH 3 - CH 2 = C ∣ CH3 - COOH

(D) CH 3 - CH = C ∣ CH 3 - CO - NH 2

CORRECT ANSWER: A

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Q-15 - 15411971
The number of adol reaction (s) that occurs in the given

transformation is

(A) 1

(B) 2

(C) 3

(D) 4

CORRECT ANSWER: C

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Q-16 - 15411977
What is X?

(A) CH 3COOH

(B) BrCH 2COOH

(
(C) CH 3CO ) 2O
(D) HOC - COOH

CORRECT ANSWER: C

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Q-17 - 15411984
which of the following has the most acidic hydrogen?

(A) 3 - hexanonoe

(B) 2, 4 - hoxanedione

(C) 2, 5 - heaxnedione

(D) 2, 3 - hoxanedione

CORRECT ANSWER: B

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Q-18 - 15411994

When acetaldehyde is treated with Fehling's soluion , it gives a

precipitate of

(A) Cu

(B) CuO
(C) Cu 2O

(D) Cu + Cu 2O + CuO

CORRECT ANSWER: C

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Q-19 - 15411997

Reagent (s) which can be used to bring about the following

transformation is (are)

(
(A) LiAIH 4 in C 2H 5 ) 2O
(B) BH 3 in THF

(C) NaBH 4 "in"C 2H 5OH


(D) Raney Ni/ H 2 in THF

CORRECT ANSWER: C

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Q-20 - 15411999

After completion of the reactions (I and II) , the organic compound

(s) in the reaction is /are


(A) reaction I : P and reaction II : P

(B) reactionI : U, acetone and reaction II : Q, acetone

(C) reaction I : T, U acetone and reaction II : P

(D) reaction I : R, acetone and reaction II : S, acetone

CORRECT ANSWER: C

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Q-21 - 20220886

Above conversion can be carried out by :

(A) Clemmensen reduction

(B) Wloff-Kishner reduction


(C) LiAIH 4

(D) NaBH 4

CORRECT ANSWER: B

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Q-22 - 20220888

Increasing order of equilibrium constants for the formation of a

hydrate :

(A) IV < III < II < I

(B) IV < III < I < II

(C) I < II < III < IV

(D) II < III < I < IV


CORRECT ANSWER: C

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Q-23 - 20220890

Predict the product of hydrolysis of the above molecule .

(A)

(B)
(C)

(D)

CORRECT ANSWER: C

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Q-24 - 20220898

Relationship between products (Q) and (S) is :

(A) Positional isomer

(B) Chain isomer


(C) Stereoisomer

(D) Functional isomer

CORRECT ANSWER: D

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Q-25 - 20220902

Which sequence represents the best synthesis of hexanal ?


CH 3CH 2CH 2CH 2HexanalCH 2CH = O

(A) 1. CH 3CH 2CH 2CH 2Br + NaC ≡ CH


2. H 2O, H 2SO 4, HgSO 4
O
∣∣
(B) 1. CH 3CH 2CH 2CH = CH 2 + CH 3 C OOH

2. CH 3MgBr , diethyl ether

3. H 3O +

4. Pℂ, CH 2Cl 2
O
∣∣
(C) 1. CH 3CH 2CH 2CH 2 C CH 3
O
∣∣
2. CH 3 C OOH 3. LiAlH 4
H 2O 5. Pℂ, CH 2Cl 2

(D)

CORRECT ANSWER: D

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Q-26 - 15710627

The reaction of compounf P with CH 3MgBr (excess) in

(C2H5 _ (2)O followed by addition of H 2O give Q the compound


Q on treatment with H 2SO 4at 0 C gives R. the reaaction of R with

CH 3COCl in the presence of anhydrous AlCl3inCH 2Cl 2 followed

by treatment with H 2O produces compound S. [Et in compound P is

ethyl group] The product S is The product S is


(A)

(B)

(C)

(D)

CORRECT ANSWER: A

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Q-27 - 15710629
P and Q are isomer of dicraboxylic acid C 4H 4O 4 Both decolourixe

Br 2 /H 2O. On heating , P forms the cyclic anhydride. Upon

treatment with duilute alkaline KMnO 4. P as well a Q could produce

one or more than one from S,T and U.

Compounds formed P and Q are, respectively

(A) Optically active S and optically active pair (T.U)

(B) Optically inacthive S and optically inactive pair (T.U)

(C) Opticaly active pair (Y.U) and optically active S

(D) Optically inactive pair (T.U) and optically inactives S

CORRECT ANSWER: B
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Q-28 - 20594915

An organic commpound with the jmolecular formula C 9H 10O forms

a 2,4-DNP derivative, reduces tollen's reagent and undergoes

cannizaro reaction, on vigorous oxidation it gives 1,2-

benzenedicarboxylic acid. Structure of organic compound is:

(A)

(B)

(C)
(D)

CORRECT ANSWER: B

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Q-29 - 20594922

Identify

product and name of reaction.

(A)

(B)
(C)

(D)

CORRECT ANSWER: B

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Q-30 - 20594924

OH O
∣ ∣∣ HO - Na 2CO 3
CH 3 - C H - CH 2 - C - H → ( Reduction aldol ) (A), 3HCHO +A →

Product (B) of the above reaction is:

(A)

(B)
(C)

(D)

CORRECT ANSWER: C

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Q-31 - 20594925

OH - Δ
CH 3CH = CHCHO → Aldol condensation →
Product A is

(A) CH 3(CH = CH) 3CHO

(B) CH 3CH 2CH 2(CH = CH) 2CHO

( )
(C) CH 3 CH 2CH 3 CH = CH - CHO

(D) none is correct.


CORRECT ANSWER: A

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Q-32 - 20594927

product (C)

is:

(A)

(B)

(C)
(D)

CORRECT ANSWER: C

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Q-33 - 20594937

Compound X undergoes the following reaction sequence. What is

the structure of compound X?

(A)

(B)

(C)
(D)

CORRECT ANSWER: D

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Q-34 - 20594941

Compound (X) is obtianed by which of the following reaction?

(A)

(B)

(C)
(D)

CORRECT ANSWER: A

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Q-35 - 20594939

Structure of (B) is:

(A)
(B)

(C)

(D)

CORRECT ANSWER: A

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Q-36 - 20220908
H 2O
→ drop of H 2SO 4 Positive Tollens test

Compound (A) is :

O
∣∣
(A) CH 3 - C - CH ∣ OCH 3 - CH 2 ∣ OCH 3

O OCH 3
∣∣ ∣
(B) CH 3 - C - C ∣ OCH 3 - CH 3

O
∣∣
(C) CH 3 - C - CH 2 - CH ∣ OCH3 - OCH 3

O
∣∣
(D) H - C - CH 2 - CH 2 - CH ∣ OCH3 - OCH 3

CORRECT ANSWER: C

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Q-37 - 20220910

Compound (P) is :

O
∣∣
(A) CH 3 - C - CH 2 - CH 2 - CH 2 - CH ∣ OH - CH 3

O OH
∣∣ ∣
(B) CH 3 - C - CH 2 - CH - CH 2 - CH 2 - CH 3

O
∣∣
(C) CH 3 - C - CH 2 - CH 2 - CH 2 - CH 2 - CH 2 - OH

O OH
∣∣ ∣
(D) CH 3 - C - CH ∣ CH 3 - C ∣ CH 3 - CH 3

CORRECT ANSWER: C

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Q-38 - 20220911

Correct order of reactivity of following compounds towards

Grignard reagent ?

(A) I > II > III

(B) II > I > III

(C) II > III > I

(D) I > III > II

CORRECT ANSWER: B

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Q-39 - 20220914
What reagent and /or reaction conditions would you choose to bring

about the following conversion ?

(A) 1. LiAlH 4, 2. H 2O

(B) H 2O, H 2SO 4 , heat

(C) H 2O, NaOH , heat

(D) Pℂ, CH 2Cl2

CORRECT ANSWER: B

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Q-40 - 20220915
81 % yield , Product of the reaction is :

(A)

(B)

(C)

(D)

CORRECT ANSWER: C

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