Organic Compounds Containing Halogens Question 77

Question: Treatment of ammonia with excess of ethyl chloride will yield

[AIIMS 1992]

Options:

A) Diethyl amine

B) Ethane

C) Tetraethyl ammonium chloride

D) Methyl amine

Show Answer

Answer:

Correct Answer: C

Solution:

$ C_2H_5Cl\xrightarrow{NH_3}C_2H_5-NH_2\xrightarrow{C_2H_5Cl}{{(C_2H_5)}_2}-NH \xrightarrow{C_2H_5Cl}{{(C_2H_5)}_3}N\xrightarrow{C_2H_5Cl}\underset{Tetraethylammoniumchloride}{\mathop{{{[ C_2H_5-\underset{\underset{C_2H_5}{\mathop{|}}}{\mathop{\overset{\overset{C_2H_5}{\mathop{|}}}{\mathop{N-C_2H_5}}}} ]}^{+}}C{l^{-}}}} $

If $ NH_3 $ is in excess, then $ 1^{o} $ amine will be the main product, if $ C_2H_5Cl $ is in excess then mixture of $ 1^{o},2^{o},3^{o} $ and quaternary amine is obtained.