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Hinsberg Test

Which of the ...

Question

Which of the following reaction does not occur ?

A

Dipropyl amine + benzene sulphonyl chloride

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B

Tripropyl amine + benzene sulphonyl chloride

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C

Propyl amine + benzene sulphonyl chloride

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D

Propyl amine + p-toluene sulphonyl chloride

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Solution

The correct option is B Tripropyl amine + benzene sulphonyl chloride
Tertiary or $3^{o}$ amines like tripropyl amine, because of the absence of hydrogen attached directly with $N$ atom, do not react with benzene sulphonyl chloride (Hinsberg's reagent).

Hence,
$T r i p r o p y l a m i n e + b e n z e n e s u l p h o n y l c h l o r i d e \to$ No reaction

$(C_{3} H_{7})_{3} N + C_{6} H_{5} S O_{2} C l \to$ No reaction

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Similar questions

Q. Account for the following:
(a) Gabriel phthalimide synthesis is not preferred for preparing aromatic primary amines.
(b) On reaction with benzene sulphonyl chloride, primary amine yields product soluble in alkali whereas secondary amine yields product insoluble in alkali.

Q. Which of the following gives a soluble complex on reaction with benzene sulphonyl chloride (which of the following compounds after reacting with benzene sulphonyl chloride is soluble in alkali solution ) :-

Q. Which of the following would not react with benzene sulphonyl chloride in aq.

N a O H

Q. The main product of which of the following reactions gives tertiary sulphoamide with benzene sulphonyl chloride.

Q. From analysis and molecular weight determination, the molecular formula of (A) is

C_{3} H_{7} N O

. The compound gave following reactions.
(i) On hydrolysis it gives an amine (B) and a carboxylic acid (C)
(ii) Amine (B) reacts with benzene sulphonyl chloride and gives a product which is insoluble in aqueous sodium hydroxide solution.
(iii) Acid (C) on reaction with Tollen's reagent gives a silver mirror what are A, B and C.
Explain the reactions.

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