Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Amines

Question:

The product A is

$C_6H_5-NH_2+CHCl_3 + KOH (alc.) → A$

Options:

$C_6H_5NC$

$C_6H_5NH_2$

$C_6H_5CN$

$C_6H_5OH$

Correct Answer:

$C_6H_5NC$

Explanation:

The correct answer is Option (1) → $C_6H_5NC$.

Carbylamine reaction mechanism includes the addition of amine to the intermediate created from the dehydrohalogenation of chloroform. This intermediate is called dichlorocarbene. The carbylamine reaction is also known as Hofmann isocyanide synthesis. It is the reaction of a primary amine, chloroform and a base to synthesize isocyanides. The dichlorocarbene intermediate is very important for this conversion. The carbylamine reaction cannot be used to synthesize isocyanides from secondary or tertiary amines. In general, the carbylamine reaction can be written as –

\(C_6H_5-NH_2 + CHCl_3 + 3KOH \longrightarrow C_6H_5NC + 3KCl + 3H_2O\)

or

The reaction mechanism of carbylamine reaction is as follows. The reaction mechanism includes the reaction of a primary amine to the intermediate (dichloroCarbene) formed from the dehydrohalogenation of chloroform. This intermediate is called dichlorocarbene. The heat in the reaction is required to generate the dichlorocarbene from chloroform.