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Question

Which one of the following compounds forms a quarternary salt on reacting with an excess of methyl iodide?

A
C2H5OCH3
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B
(CH3)2CHOC2H5
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C
C6H5NH2
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D
C6H5NO2
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Solution

The correct option is A C6H5NH2
primary amines react with excess methyl iodide to form quaternary ammonium salts.
The explanation is as follows :
The nitrogen atom of primary amines contains a lone pair of electron. So, primary amines are strongly nucleophilic in nature. Moreover, the hydrogen atoms on nitrogen are easily replaceable. So, primary amines can act as nucleophiles and can react with alkyl halides. In the presence of excess alkyl halides, one amine molecule can repeatedly react with a number of alkyl halide molecules and result in the formation of a quaternary ammonium salt.
The reaction is as follows :
RNH2+3CH3I[RN(CH3)3]+ (quaternary ammonium salt)
Here, in the options, only option C is a primary amine.
So, C is a correct answer

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