JEE Chemistry Amines MCQs Set 28

Practice MCQs for JEE Chemistry Amines

Access targeted multiple-choice questions for Amines designed to align with the latest JEE academic syllabus for JEE Chemistry. These objective practice sets help students evaluate their conceptual understanding and improve exam readiness.

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Access the complete set of multiple-choice questions for Amines below. This focused format allows students to isolate specific topics for thorough review and uninterrupted practice alongside official JEE textbooks.

Multiple Choice Questions

Question 1: The conversion of benzene diazonium chloride to bromobenzene can be accomplished by:
(a) Reimer-Tiemann reaction
(b) Friedel-Crafts reaction
(c) Gattermann reaction
(d) Azo-coupling reaction
Show Answer & Explanation

Answer: (c) Gattermann reaction

Explanation:
1. Diazonium salts react with copper powder and HBr to give the aryl bromide.
2. This replacement is the Gattermann reaction.

Teacher's Note:
1. Sandmeyer uses Cu(I) halide; Gattermann uses Cu powder with HX.

Question 2: The amine that does not react with acetyl chloride is:
(a) CH₃NH₂
(b) (CH₃)₂NH
(c) (CH₃)₃N
(d) none of these
Show Answer & Explanation

Answer: (c) (CH₃)₃N

Explanation:
1. Acetylation needs an active hydrogen on nitrogen.
2. Primary and secondary amines have N–H; the tertiary amine (CH₃)₃N has none.

Teacher's Note:
1. Tertiary amines cannot be acylated.

Question 3: In the diazotisation of arylamines with sodium nitrite and hydrochloric acid, an excess of hydrochloric acid is used primarily to:
(a) suppress the concentration of free aniline available for coupling
(b) suppress hydrolysis of phenol
(c) ensure a stoichiometric amount of nitrous acid
(d) neutralise the base liberated
Show Answer & Explanation

Answer: (a) suppress the concentration of free aniline available for coupling

Explanation:
1. Excess HCl converts free aniline into anilinium chloride.
2. Otherwise free aniline would couple with the diazonium salt to give a diazoamino compound.

Teacher's Note:
1. Excess acid prevents coupling of the diazonium salt with unreacted amine.

Question 4: Aniline reacts with phosgene and KOH to form:
(a) phenol
(b) benzoyl chloride
(c) N-phenylcarbamoyl chloride (C₆H₅NHCOCl)
(d) phenyl isocyanate
Show Answer & Explanation

Answer: (d) phenyl isocyanate

Explanation:
1. C₆H₅NH₂ + COCl₂ + KOH gives C₆H₅NHCOCl.
2. Heating eliminates HCl to give phenyl isocyanate, C₆H₅NCO.

Teacher's Note:
1. Primary amines with phosgene give isocyanates.

Question 5: Cyclohexanone reacts with dimethylamine in the presence of a catalytic amount of acid and water is continuously removed. The compound formed is generally known as:
(a) an amine
(b) an imine
(c) an enamine
(d) a Schiff's base
Show Answer & Explanation

Answer: (c) an enamine

Explanation:
1. A secondary amine adds to the carbonyl group to give a carbinolamine.
2. Loss of water gives a compound with C=C next to nitrogen, an enamine.

Teacher's Note:
1. Secondary amines give enamines; primary amines give imines.

Question 6: Compound A on reduction gives B, and B with HNO₂ gives CH₃CH₂OH. The compound A is:
(a) CH₃CH₂CN
(b) CH₃NO₂
(c) CH₃NC
(d) CH₃CN
Show Answer & Explanation

Answer: (d) CH₃CN

Explanation:
1. A primary amine with HNO₂ gives an alcohol with the same carbon skeleton, so B is CH₃CH₂NH₂.
2. Reduction of CH₃CN gives CH₃CH₂NH₂, so A is CH₃CN (methyl cyanide has two carbons).

Teacher's Note:
1. Primary aliphatic amine + HNO₂ gives the alcohol.

Question 7: CH₃CH₂C≡N is converted to CH₃CH₂CHO by compound X. X is:
(a) SnCl₂/HCl/H₂O, boil
(b) H₂/Pd-BaSO₄
(c) LiAlH₄/ether
(d) NaBH₄/ether/H₃O⁺
Show Answer & Explanation

Answer: (a) SnCl₂/HCl/H₂O, boil

Explanation:
1. Nitriles are reduced to aldehydes by SnCl₂/HCl followed by hydrolysis (Stephen reaction).
2. LiAlH₄ would give the amine.

Teacher's Note:
1. Stephen's reaction converts RCN to RCHO.

Question 8: Tautomerism will be exhibited by:
(a) (CH₃)₃CNO
(b) (CH₃)₂NH
(c) R₃CNO₂
(d) RCH₂NO₂
Show Answer & Explanation

Answer: (d) RCH₂NO₂

Explanation:
1. Tautomerism through nitro-aci-nitro shift needs a hydrogen on the carbon bearing NO₂.
2. RCH₂NO₂ has α-hydrogens, whereas R₃CNO₂ has none.

Teacher's Note:
1. Primary and secondary nitroalkanes show nitro-aci-nitro tautomerism.

Question 9: Towards electrophilic substitution, the most reactive will be:
(a) nitrobenzene
(b) aniline
(c) aniline hydrochloride
(d) N-acetylaniline
Show Answer & Explanation

Answer: (b) aniline

Explanation:
1. The NH₂ group is a strong +R activating group.
2. Nitro and anilinium groups deactivate the ring, and acetylation reduces the activating effect of nitrogen.

Teacher's Note:
1. A free amino group strongly activates the ring.

Question 10: 3,5-Dibromotoluene can be best synthesised from p-toluidine by:
(a) Br₂/H₂O followed by HNO₂ then H₃PO₂
(b) nitration, followed by NH₃ and CuBr
(c) Br₂/Fe heating
(d) CH₃Cl/AlCl₃ on bromobenzene
Show Answer & Explanation

Answer: (a) Br₂/H₂O followed by HNO₂ then H₃PO₂

Explanation:
1. In p-toluidine the NH₂ group directs the two bromine atoms to its ortho positions (3 and 5 with respect to CH₃).
2. Diazotisation with HNO₂ and removal of N₂ with H₃PO₂ then gives 3,5-dibromotoluene.

Teacher's Note:
1. Use NH₂ as a temporary directing group and remove it by diazotisation and H₃PO₂.

Question 11: Which of the following reagents will be useful to distinguish between p-toluidine and benzylamine?
(a) Dilute HCl
(b) C₆H₅SO₂Cl and OH⁻/H₂O
(c) HONO then β-naphthol
(d) AgNO₃ in H₂O
Show Answer & Explanation

Answer: (c) HONO then β-naphthol

Explanation:
1. Benzylamine (an aliphatic amine) gives an alcohol and N₂ with HONO and no dye.
2. p-Toluidine gives a diazonium salt that couples with β-naphthol to form an orange-red azo dye.

Teacher's Note:
1. Aromatic primary amines give the azo dye test; aliphatic ones do not.

Question 12: In the reaction CH₃CN + 2H → X, followed by boiling with water, the term Y is:
(a) acetone
(b) ethanamine
(c) acetaldehyde
(d) dimethylamine
Show Answer & Explanation

Answer: (c) acetaldehyde

Explanation:
1. Partial reduction of the nitrile gives the imine CH₃CH=NH.
2. Hydrolysis of the imine on boiling with water gives acetaldehyde.

Teacher's Note:
1. Partial reduction of RCN followed by hydrolysis gives RCHO.

Question 13: The increasing order of basicity of the following amines is:
(a) p-nitroaniline < aniline < p-methoxyaniline < methylamine
(b) methylamine < aniline < p-methoxyaniline < p-nitroaniline
(c) aniline < p-nitroaniline < p-methoxyaniline < methylamine
(d) methylamine < p-methoxyaniline < p-nitroaniline < aniline
Show Answer & Explanation

Answer: (a) p-nitroaniline < aniline < p-methoxyaniline < methylamine

Explanation:
1. Aliphatic methylamine is much more basic than any aromatic amine.
2. Among the anilines the electron donating OCH₃ group increases basicity and the electron withdrawing NO₂ group decreases it.

Teacher's Note:
1. Electron donating groups raise and electron withdrawing groups lower basicity.

Question 14: The order of basicity of amines in the gaseous state is:
(a) 1° > 2° > 3° > NH₃
(b) 3° > 2° > NH₃ > 1°
(c) 3° > 2° > 1° > NH₃
(d) NH₃ > 1° > 2° > 3°
Show Answer & Explanation

Answer: (c) 3° > 2° > 1° > NH₃

Explanation:
1. In the gas phase there is no solvation, so only the +I effect matters.
2. The more alkyl groups on nitrogen, the more basic the amine: 3° > 2° > 1° > NH₃.

Teacher's Note:
1. In water the order changes because of solvation of the ammonium ion.

Question 15: Carbylamine forms from aliphatic or aromatic primary amines via which of the following intermediates?
(a) Carbanion
(b) Carbene
(c) Carbocation
(d) Carbon radical
Show Answer & Explanation

Answer: (b) Carbene

Explanation:
1. CHCl₃ with alcoholic KOH gives dichlorocarbene, :CCl₂.
2. The carbene reacts with the primary amine to give the isocyanide.

Teacher's Note:
1. The carbylamine reaction goes through dichlorocarbene.

Question 16: Which of the following compounds gives the dye test?
(a) Aniline
(b) Methylamine
(c) Diphenylamine
(d) Ethylamine
Show Answer & Explanation

Answer: (a) Aniline

Explanation:
1. The dye test needs a primary aromatic amine.
2. Aniline gives a diazonium salt that couples with β-naphthol to give an azo dye.

Teacher's Note:
1. Only aromatic primary amines give the azo dye test.

Question 17: Acetanilide on nitration followed by alkaline hydrolysis mainly gives:
(a) o-nitroacetanilide
(b) p-nitroaniline
(c) m-nitroaniline
(d) 2,4,6-trinitroaniline
Show Answer & Explanation

Answer: (b) p-nitroaniline

Explanation:
1. The NHCOCH₃ group is an ortho/para director, and the para product is favoured by its bulk.
2. Hydrolysis removes the acetyl group to give p-nitroaniline.

Teacher's Note:
1. Acetylation protects the amino group during nitration.

Question 18: A compound A when treated with HNO₃ (in presence of H₂SO₄) gives compound B, which is then reduced with Sn and HCl to aniline. The compound A is:
(a) toluene
(b) benzene
(c) ethane
(d) acetamide
Show Answer & Explanation

Answer: (b) benzene

Explanation:
1. Benzene is nitrated to nitrobenzene by the nitrating mixture.
2. Reduction of nitrobenzene with Sn/HCl gives aniline.

Teacher's Note:
1. Nitrobenzene is the precursor of aniline.

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Practice MCQs for JEE Chemistry Amines

JEE Chemistry Amines Objective Test Questions

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