Q1: The major product of the following reactions is:

(A)

(B)
(C)

(D)
Q1: The major product of the following reactions is:

(A)

(B)
(C)

(D)
Solution:
Q2: Identify (A) in the following reaction sequence:

(A)

(B)

(C)

(D)
Q2: Identify (A) in the following reaction sequence:

(A)

(B)

(C)

(D)
Solution:

is a methyl ketone, which gives a positive Iodoform test.

Q3: In the following reaction A is :

(A)

(B)
(C)

(D)
Q3: In the following reaction A is :

(A)

(B)
(C)

(D)
Solution:
Q4: An organic compound ‘A’ (C9H10O) when treated with conc. HI undergoes cleavage to
yield compounds ‘B’ and ‘C’. ‘B’ gives yellow precipitate with AgNO3 where as ‘C’
tautomerizes to ‘D’. ‘D’ gives positive iodoform test. ‘A’ could be :
(A)

(B)

(C)

(D)
Q4: An organic compound ‘A’ (C9H10O) when treated with conc. HI undergoes cleavage to
yield compounds ‘B’ and ‘C’. ‘B’ gives yellow precipitate with AgNO3 where as ‘C’
tautomerizes to ‘D’. ‘D’ gives positive iodoform test. ‘A’ could be :
(A)

(B)

(C)

(D)
Solution:
Q5: The increasing order of the reactivity of the following compounds in nucleophilic addition
reaction is :

Propanal, Benzaldehyde, Propanone, Butanone

(A) Benzaldehyde < Propanal < Propanone < Butanone

(B) Propanal < Propanone < Butanone < Benzaldehyde

(C) Butanone < Propanone < Benzaldehyde < Propanal

(D) Benzaldehyde < Butanone < Propanone < Propanal

Q5: The increasing order of the reactivity of the following compounds in nucleophilic addition
reaction is :

Propanal, Benzaldehyde, Propanone, Butanone

(A) Benzaldehyde < Propanal < Propanone < Butanone

(B) Propanal < Propanone < Butanone < Benzaldehyde

(C) Butanone < Propanone < Benzaldehyde < Propanal

(D) Benzaldehyde < Butanone < Propanone < Propanal

Solution:

Rate of Nucleophilic addition Aldehyde > Ketone

Aliphatic aldehyde > Aromatic aldehyde

Q6: The compound A in the following reactions is :

(A)

(B)
(C)

(D)
Q6: The compound A in the following reactions is :

(A)

(B)
(C)

(D)
Solution:
Q7: The major product [C] of the following reaction sequence will be :

(A)

(B)

(C)

(D)
Q7: The major product [C] of the following reaction sequence will be :

(A)

(B)

(C)

(D)
Solution:
Q8: In the following reaction sequence the major products A and B are :

(A)

(B)
(C)

(D)
Q8: In the following reaction sequence the major products A and B are :

(A)

(B)
(C)

(D)
Solution:
Q9: The major product of the following reaction is :

(A)

(B)
(C)

(D)
Q9: The major product of the following reaction is :

(A)

(B)
(C)

(D)

Solution:
Q10: The major product obtained from the following reactions is:

(A)

(B)
(C)

(D)
Q10: The major product obtained from the following reactions is:

(A)

(B)
(C)

(D)
Solution:

Q11: The correct match between Item - I (Starting material) and Item - II (reagent) for the
preparation of benzaldehyde is :

Item – I Item – II
(I) Benzene (P) HCl and SnCl2. H3O+
(II) Benzonitrile (Q)
(III) Benzoyl Chloride (R) CO, HCl and AlCl3

(A) (I) - (R), (II) - (P) and (III) - (Q)

(B) (I) - (P), (II) - (Q) and (III) - (R)

(C) (I) - (Q), (II) - (R) and (III) - (P)

(D) (I) - (R), (II) - (Q) and (III) - (P)

Q11: The correct match between Item - I (Starting material) and Item - II (reagent) for the
preparation of benzaldehyde is :

Item – I Item – II
(I) Benzene (P) HCl and SnCl2. H3O+
(II) Benzonitrile (Q)
(III) Benzoyl Chloride (R) CO, HCl and AlCl3

(A) (I) - (R), (II) - (P) and (III) - (Q)

(B) (I) - (P), (II) - (Q) and (III) - (R)

(C) (I) - (Q), (II) - (R) and (III) - (P)

(D) (I) - (R), (II) - (Q) and (III) - (P)

Solution:
Q12:

Which of the following reagent is suitable for the preparation of the product in the above
reaction ?
(A) Red P + Cl2

(B) NaBH4

(C)
NH2–NH2/C2H5

(D) Ni/H2
Q12:

Which of the following reagent is suitable for the preparation of the product in the above
reaction ?
(A) Red P + Cl2

(B) NaBH4

(C)
NH2–NH2/C2H5

(D) Ni/H2
Solution:

To reduced carbonyl groups into alkanes wolf kischner reduction is used, without affecting the double bonds
Q13: Which one of the following carbonyl compounds cannot be prepared by addition of water
on an alkyne in the presence of HgSO4 and H2SO4 ?
(A)

(B)

(C)

(D)
Q13: Which one of the following carbonyl compounds cannot be prepared by addition of water
on an alkyne in the presence of HgSO4 and H2SO4 ?
(A)

(B)

(C)

(D)

Solution:

gives Markovnikov’s addition product with any alkyne which will gives ketone as a product. Hence
will not be produced.
Q14: Which one of the following reactions will not form acetaldehyde?
(A)

(B)

(C)

(D)
Q14: Which one of the following reactions will not form acetaldehyde?
(A)

(B)

(C)

(D)

Solution:
Q15: The major product of the following reaction is:

(A) CH3CH2CH=CH – CHO

(B) CH3CH2CH2CHO

(C)

(D) CH3CH2CH2CH2CHO
Q15: The major product of the following reaction is:

(A) CH3CH2CH=CH – CHO

(B) CH3CH2CH2CHO

(C)

(D) CH3CH2CH2CH2CHO

Solution:

This is oxo process to prepare aldehyde from alkene

Q16:

B reacts with Hydroxyl amine but does not give Tollen's test. Identify A and B.
(A) 2,2-Dichlorobutane and Butanal

(B) 1,1-Dichlorobutane and 2-Butanone

(C) 2,2-Dichlorobutane and Butan-2-one

(D) 1, 1-Dichlorobutane and Butanal

Q16:

B reacts with Hydroxyl amine but does not give Tollen's test. Identify A and B.
(A) 2,2-Dichlorobutane and Butanal

(B) 1,1-Dichlorobutane and 2-Butanone

(C) 2,2-Dichlorobutane and Butan-2-one

(D) 1, 1-Dichlorobutane and Butanal

Solution:
Q17: Identify A in the given chemical reaction.

(A)

(B)

(C)

(D)
Q17: Identify A in the given chemical reaction.

(A)

(B)

(C)

(D)
Solution:
Q18: Identify D in the following chemical reaction.

(A)

(B)

(C)
(D)
Q18: Identify D in the following chemical reaction.

(A)

(B)

(C)
(D)

Solution:

Q19: 2, 4-DNP test can be used to identify

(A) Amine

(B) Aldehyde

(C) Ether

(D) Halogens
Q19: 2, 4-DNP test can be used to identify
(A) Amine

(B) Aldehyde

(C) Ether

(D) Halogens

Solution:

Carbonyl group (aldehyde & ketone) give positive test with 2,4-DNP.
Q20: The product “P” in the above reaction is :

(A)

(B)

(C)

(D)
Q20: The product “P” in the above reaction is :

(A)

(B)

(C)

(D)
Solution:
Q21:

The structure of X is:

(A)

(B)
(C)

(D)
Q21:

The structure of X is:

(A)

(B)
(C)

(D)
Solution:
Q22:

(A)

(B)

(C)
(D)
Q22:

(A)

(B)

(C)
(D)

Solution:
Q23:

Consider the above reaction, the product ‘X’ and ‘Y’ respectively are:
(A)

(B)

(C)

(D)
Q23:

Consider the above reaction, the product ‘X’ and ‘Y’ respectively are:
(A)

(B)

(C)

(D)
Solution:
Q24:

Which among the above compound/s does/do not form Silver mirror when treated with
Tollen’s reagent?
(A) (I), (III) and (IV) only

(B) Only (IV)

(C) Only (II)

(D) (III) and (IV) only

Q24:

Which among the above compound/s does/do not form Silver mirror when treated with
Tollen’s reagent?
(A) (I), (III) and (IV) only

(B) Only (IV)

(C) Only (II)

(D) (III) and (IV) only

Solution:

Aldehydes and Hemiacetals give silver mirror when treated with Tollen’s reagent. Only compound (II) does not gives tollens
test because it is a tautomeric form of acetone.
Q25: The major product (P) in the following reaction is:

(A)

(B)

(C)

(D)
Q25: The major product (P) in the following reaction is:

(A)

(B)

(C)

(D)
Solution:
Q26:

Consider the given reaction, the product ‘X’ is:

(A)

(B)

(C)
(D)
Q26:

Consider the given reaction, the product ‘X’ is:

(A)

(B)

(C)
(D)

Solution:
Q27: A reaction of benzonitrile with one equivalent CH3MgBr followed by hydrolysis produces
a yellow liquid "P". The compound "P" will give positive_____.
(A) Iodoform test

(B) Schiff's test

(C) Ninhydrin’s test

(D) Tollen’s test

Q27: A reaction of benzonitrile with one equivalent CH3MgBr followed by hydrolysis produces
a yellow liquid "P". The compound "P" will give positive_____.
(A) Iodoform test

(B) Schiff's test

(C) Ninhydrin’s test

(D) Tollen’s test

Solution:
Q28:

Consider the above reaction sequence, Product "A" and Product "B" formed respectively are:
(A)

(B)

(C)

(D)
Q28:

Consider the above reaction sequence, Product "A" and Product "B" formed respectively are:
(A)

(B)

(C)

(D)
Solution:
Q29:

Consider the above reaction and identify "Y".

(A) –CH2NH2

(B) –CONH2

(C) –CHO

(D) –COOH
Q29:

Consider the above reaction and identify "Y".

(A) –CH2NH2

(B) –CONH2

(C) –CHO

(D) –COOH

Solution:
Q30: Which one of the following compounds will give orange precipitate when treated with
2,4-dinitrophenylhydrazine?
(A)

(B)

(C)

(D)
Q30: Which one of the following compounds will give orange precipitate when treated with
2,4-dinitrophenylhydrazine?
(A)

(B)

(C)

(D)
Solution:

2,4-dinitrophenyl hydrazine solution is used to detect ketones and aldehydes. A positive test is confirmed by the formation of a
yellow, orange or red precipitate.

Q31: The major product formed in the following reaction sequence A and B are:

(A)

(B)

(C)

(D)
Q31: The major product formed in the following reaction sequence A and B are:

(A)

(B)

(C)

(D)
Solution:
Q32: Match List-I with List-II:

List – I(Chemical Reaction) List – II(Reagent used)

(a) CH3COOCH2CH3 → CH3CH2OH (i) CH3MgBr / H3O+(1.equivalent)
(b) CH3COOCH3 → CH3CHO (ii) H2SO4 / H2O
(c) CH3CN → CH3CHO (iii) DIBAL-H/H2O

(d) CH3C ≡ N →  (iv) SnCl2, HCl/H2O

(1) a-ii, b-iv, c-iii, d-i

(2) a-iv, b-ii, c-iii, d-i

(3) a-ii, b-iii, c-iv, d-i

(4) a-iii, b-ii, c-i, d-iv

Q32: Match List-I with List-II:

List – I(Chemical Reaction) List – II(Reagent used)

(a) CH3COOCH2CH3 → CH3CH2OH (i) CH3MgBr / H3O+(1.equivalent)
(b) CH3COOCH3 → CH3CHO (ii) H2SO4 / H2O
(c) CH3CN → CH3CHO (iii) DIBAL-H/H2O

(d) CH3C ≡ N →  (iv) SnCl2, HCl/H2O

(1) a-ii, b-iv, c-iii, d-i

(2) a-iv, b-ii, c-iii, d-i

(3) a-ii, b-iii, c-iv, d-i

(4) a-iii, b-ii, c-i, d-iv

Solution:
Q33:

Consider the given reaction, Identify 'X' and 'Y'

(A)

(B)

(C)

(D)
Q33:

Consider the given reaction, Identify 'X' and 'Y'

(A)

(B)

(C)

(D)
Solution:
Q34:

Consider the given reaction, the product A is:

(A)

(B)

(C)

(D)
Q34:

Consider the given reaction, the product A is:

(A)

(B)

(C)

(D)
Solution:
Q35: Which one of the following is the major product of the given reaction?

(A)

(B)

(C)

(D)
Q35: Which one of the following is the major product of the given reaction?

(A)

(B)

(C)

(D)
Solution:
Q36: The structure of product C, formed by the following sequence of reactions is.

(A)

(B)

(C)

(D)
Q36: The structure of product C, formed by the following sequence of reactions is.

(A)

(B)

(C)

(D)
Solution:
Q37: For the reaction given below :

The compound which is not formed as a product in the reaction is a:

(A) compound with both alcohol and acid functional groups

(B) monocarboxylic acid

(C) dicarboxylic acid

(D) diol
Q37: For the reaction given below :

The compound which is not formed as a product in the reaction is a:

(A) compound with both alcohol and acid functional groups

(B) monocarboxylic acid

(C) dicarboxylic acid

(D) diol
Solution:
Q38: Given below are two statements :

Statement I: The nucleophilic addition of sodium hydrogen sulphite to an aldehyde or a

ketone involves proton transfer from bisulphite to oxide to form a stable ion.

Statement II: The nucleophilic addition of hydrogen cyanide to an aldehyde or a ketone yields
amine as final product.

In the light of the above statements, choose the most appropriate answer from the options
given below :
(A) Both Statement I and Statement II are true.

(B) Statement I is true but Statement II is false.

(C) Statement I is false but Statement II is true.

(D) Both Statement I and Statement II are false.:

Q38: Given below are two statements :

Statement I: The nucleophilic addition of sodium hydrogen sulphite to an aldehyde or a

ketone involves proton transfer from bisulphite to oxide to form a stable ion.

Statement II: The nucleophilic addition of hydrogen cyanide to an aldehyde or a ketone yields
amine as final product.

In the light of the above statements, choose the most appropriate answer from the options
given below :
(A) Both Statement I and Statement II are true.

(B) Statement I is true but Statement II is false.

(C) Statement I is false but Statement II is true.

(D) Both Statement I and Statement II are false.:

Solution:

Statement I

Statement II:

Q39: Which of the following reagents/reactions will convert 'A' to 'B'?

(A) PCC oxidation

(B) Ozonolysis

(C) BH3, H2O2/–OH followed by PCC oxidation

(D) HBr, hydrolysis followed by oxidation by K2Cr2O7.

Q39: Which of the following reagents/reactions will convert 'A' to 'B'?

(A) PCC oxidation

(B) Ozonolysis

(C) BH3, H2O2/–OH followed by PCC oxidation

(D) HBr, hydrolysis followed by oxidation by K2Cr2O7.

Solution:
Q40: Hex-4-ene-2-ol on treatment with PCC gives 'A'. 'A' on reaction with sodium hypoiodite
gives ‘B’, which on further heating with soda lime gives 'C'. The compound ‘C’ is
(A) 2-pentene

(B) proponaldehyde

(C) 2-butene

(D) 4-methylpent-2-ene
Q40: Hex-4-ene-2-ol on treatment with PCC gives 'A'. 'A' on reaction with sodium hypoiodite
gives ‘B’, which on further heating with soda lime gives 'C'. The compound ‘C’ is
(A) 2-pentene

(B) proponaldehyde

(C) 2-butene

(D) 4-methylpent-2-ene

Solution:

Q41: Which of the following is an example of conjugated diketone?

(A)

(B)

(C)

(D)
Q41: Which of the following is an example of conjugated diketone?
(A)

(B)

(C)

(D)
Solution:

is a conjugated diketone.
Q42: Which of the following conditions or reaction sequence will NOT give acetophenone as
the major product?
(A)

(B)

(C)

(D)
Q42: Which of the following conditions or reaction sequence will NOT give acetophenone as
the major product?
(A)

(B)

(C)

(D)
Solution:

Hence, it will not give acetophenone

Q43: Which of the following ketone will NOT give enamine on treatment with secondary
amines? [where t-Bu is –C(CH3)3]
(A)

(B)

(C)

(D)
Q43: Which of the following ketone will NOT give enamine on treatment with secondary
amines? [where t-Bu is –C(CH3)3]
(A)

(B)

(C)

(D)
Solution:

Due to absence of alpha hydrogens in molecule (option C), it will not form enamine on reaction with 2o amine.
Q44: Oxidation of toluene to benzaldehyde can be easily carried out with which of the
following reagents?
(A) CrO3/acetic acid, H3O+

(B) CrO3/acetic anhydride, H3O+

(C) KMnO4/HCl, H3O+

(D) CO/HCl, anhydrous AlCl3

Q44: Oxidation of toluene to benzaldehyde can be easily carried out with which of the
following reagents?
(A) CrO3/acetic acid, H3O+

(B) CrO3/acetic anhydride, H3O+

(C) KMnO4/HCl, H3O+

(D) CO/HCl, anhydrous AlCl3

Solution:
Q45: The final product ‘A' in the following reaction sequence

(A)

(B)

(C)

(D)
Q45: The final product ‘A' in the following reaction sequence

(A)

(B)

(C)

(D)
Solution:
Q46: The correct structure of product ‘A’ formed in the following reaction,

(A)

(B)

(C)

(D)

 
Q46: The correct structure of product ‘A’ formed in the following reaction,

(A)

(B)

(C)

(D)

 
Solution:
Q47: Isobutyraldehyde on reaction with formaldehyde and K2CO3 gives compound ‘A’.
Compound ‘A’ reacts with KCN and yields compound ‘B’, which on hydrolysis gives a stable
compound ‘C’. The compound ‘C’ is
(A)

(B)

(C)
(D)
Q47: Isobutyraldehyde on reaction with formaldehyde and K2CO3 gives compound ‘A’.
Compound ‘A’ reacts with KCN and yields compound ‘B’, which on hydrolysis gives a stable
compound ‘C’. The compound ‘C’ is
(A)

(B)

(C)
(D)
Solution:


Q48: What is the major product of the following reaction?

(A)

(B)

(C)

(D)

Q48: What is the major product of the following reaction?

(A)

(B)

(C)

(D)

Solution:

Q49:

The correct structure of C is

(A) CH3—CH2—CH2—CH3

(B)

(C)

(D) CH3—CH2—CH = CH2

Q49:

The correct structure of C is

(A) CH3—CH2—CH2—CH3

(B)

(C)

(D) CH3—CH2—CH = CH2

Solution:
Q50: The products formed in the following reaction, A and B are

(A)

(B)

(C)
(D)
Q50: The products formed in the following reaction, A and B are

(A)

(B)

(C)
(D)

Solution:
Q51:

Consider the above reaction and predict the major product.

(A)

(B)

(C)

(D)
Q51:

Consider the above reaction and predict the major product.

(A)

(B)

(C)

(D)
Solution:
Q52: The structure of A in the given reaction is:

(A)

(B)

(C)

(D)
Q52: The structure of A in the given reaction is:

(A)

(B)

(C)

(D)
Solution:
Q53: Match List-I with List-II.

List-I List-II

(A) (I) Gatterman Koch reaction

(B) (II) Etard reaction

(C) (III) Stephen reaction

(D) (IV) Rosenmund reaction



Choose the correct answer from the options given below:

(A) (A)-(IV), (B)-(III), (C)-(II), (D)-(I)

(B) (A)-(I), (B)-(II), (C)-(III), (D)-(IV)

(C) (A)-(II), (B)-(III), (C)-(IV), (D)-(I)

(D) (A)-(III), (B)-(II), (C)-(I), (D)-(IV)

Q53: Match List-I with List-II.

List-I List-II

(A) (I) Gatterman Koch reaction

(B) (II) Etard reaction

(C) (III) Stephen reaction

(D) (IV) Rosenmund reaction



Choose the correct answer from the options given below:

(A) (A)-(IV), (B)-(III), (C)-(II), (D)-(I)

(B) (A)-(I), (B)-(II), (C)-(III), (D)-(IV)

(C) (A)-(II), (B)-(III), (C)-(IV), (D)-(I)

(D) (A)-(III), (B)-(II), (C)-(I), (D)-(IV)

Solution:

Q54: Among the following marked proton of which compound shows lowest pKa value?
(A)

(B)

(C)

(D)
Q54: Among the following marked proton of which compound shows lowest pKa value?
(A)

(B)

(C)

(D)
Solution:

Option (c) is the most acidic compound. Hence it will have the least pKa value.
Q55: Consider the following reaction sequence:

The product ‘B’ is

(A)

(B)

(C)

(D)
Q55: Consider the following reaction sequence:

The product ‘B’ is

(A)

(B)

(C)

(D)
Solution:
Q56: Consider the following reactions

The mass percentage of carbon in A is:

Q56: Consider the following reactions

The mass percentage of carbon in A is:

66.67

Solution:

Compound A is CH3(CO)CH2CH3 (C4H8O)

The percentage of carbon in compound A by weight is

Q57: In Tollen’s test for aldehyde, the overall number of electron(s) transferred to the Tollen’s
reagent formula per aldehyde group to form silver mirror is ............ .

(Round off to the Nearest Integer).

Q57: In Tollen’s test for aldehyde, the overall number of electron(s) transferred to the Tollen’s
reagent formula per aldehyde group to form silver mirror is ............ .

(Round off to the Nearest Integer).

2.00

Solution:

R – CHO RCOOH + 2Ag + 2NH3 + H2O

2Ag+ 2Ag
Q58: The number of nitrogen atoms in a semicarbazone molecule of acetone is ______.
Q58: The number of nitrogen atoms in a semicarbazone molecule of acetone is ______.
3.00

Solution:
Q59:

The number of carbon atoms present in the product B is_____.

Q59:

The number of carbon atoms present in the product B is_____.

1.00

Solution:

Number of carbon atoms present in the product B is 1.

Q60: In the given reaction

The number of π electrons present in the product ‘P’ is____.

Q60: In the given reaction

The number of π electrons present in the product ‘P’ is____.

4.00
Solution:


The number of π electrons present in the product ‘P’ is 4.