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प्रश्न
Describe a method for the identification of primary, secondary and tertiary amines. Also write chemical equations of the reactions involved.
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उत्तर
Benzenesulphonyl chloride (C6H5SO2Cl), which is also known as Hinsberg’s reagent, reacts with primary and secondary amines to form sulphonamides.
(i) The reaction of benzenesulphonyl chloride with primary amine yields N-ethylbenzenesulphonyl amide.
The hydrogen attached to nitrogen in sulphonamide is strongly acidic due to the presence of a strong electron-withdrawing sulphonyl group. Hence, it is soluble in alkali.
(ii) In the reaction with the secondary amine, N, N-diethylbenzenesulphonamide is formed.
Since N, N-diethylbenzene sulphonamide does not contain any hydrogen atoms attached to nitrogen atoms, it is not acidic and hence insoluble in alkali.
(iii) Tertiary amines do not react with benzenesulphonyl chloride. This property of amines reacting with benzenesulphonyl chloride in a different manner is used for the distinction of primary, secondary and tertiary amines and also for the separation of a mixture of amines. However, these days benzenesulphonyl chloride is replaced by p-toluenesulphonyl chloride.
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संबंधित प्रश्न
Primary and secondary nitroalcanes containing α - H atom show property of -
- chain isomerism
- tautomerism
- optical isomerism
- geometrical isomerism
What is the action of nitrous acid on primary nitroalkane?
Distinguish between the following pairs of compounds: Aniline and N-methylaniline
Give a plausible explanation for the following:
Why do primary amines have higher boiling points than tertiary amines?
What is the action of Benzene Sulphonyl Chloride on primary, secondary and tertiary
amines?
What is the action of nitrous acid on secondary nitroalkane?
What is the action of nitrous acid on tertiary nitroalkane
Which of the following reactions will not give a primary amine?
Identify the compound that will react with Hinsberg’s reagent to give a solid which dissolves in alkali.
Arrange the following in the increasing order of their boiling points:
A: Butanamine
B: N, N-Dimethylethanamine
C: N- Etthylethanaminamine
Given below are two statements labelled as Assertion (A) and Reason (R).
Assertion (A): Tertiary amines are more basic than corresponding secondary and primary amines in gaseous state.
Reason (R): Tertiary amines have three alkyl groups which cause +I effect.
Select the most appropriate answer from the options given below:
Compound A is converted to B on reaction with CHCl3 and KOH. The compound B is toxic and can be decomposed by C. A, B and C respectively are ______.
The presence of primary amines can be confirmed by ______.
Give reasons:
(CH3)2NH is more basic than (CH3)3N in an aqueous solution.
Explain why (CH3)2NH is more basic than (CH3)3N in aqueous solution.
Carbylamine test is the distinguishing test for ______.
Among dimethylamine (pKb = 3.27) and diethylamine (pKb = 3.0), which one is more basic?
