Q16 / 75 · JEE Main 2026 (05 April Shift 1) · Chemistry
Benzyl isocyanide can be obtained from

Choose the correct answer from the options given below:

Choose the correct answer from the options given below:
- Correct answerAA and B Only
- BA and C Only
- CB and D Only
- DD and E Only
Solution
Reaction A: $C_6H_5CH_2Br + AgCN \rightarrow C_6H_5CH_2NC + AgBr$
$AgCN$ is predominantly covalent, so the nucleophilic attack occurs through the nitrogen atom, forming benzyl isocyanide.
Reaction B: $C_6H_5CH_2NH_2 + CHCl_3 + 3NaOH \rightarrow C_6H_5CH_2NC + 3NaCl + 3H_2O$
This is the carbylamine reaction. Primary amines react with chloroform and alkali to form isocyanides. Benzyl amine gives benzyl isocyanide.
Reaction C: $C_6H_5Br + AgCN \rightarrow$ No reaction
Aryl halides are generally unreactive towards nucleophilic substitution under normal conditions due to the partial double bond character of the C-Br bond.
Reaction D: $C_6H_5NH_2 + CHCl_3 + 3NaOH \rightarrow C_6H_5NC + 3NaCl + 3H_2O$
Aniline undergoes the carbylamine reaction to form phenyl isocyanide, not benzyl isocyanide.
Reaction E: $C_6H_5CH_2CH_2Br + KCN \rightarrow C_6H_5CH_2CH_2CN + KBr$
$KCN$ is predominantly ionic, so the nucleophilic attack occurs through the carbon atom, forming a cyanide (nitrile) rather than an isocyanide.
Thus, benzyl isocyanide is obtained from reactions A and B only.
Answer: A and B Only
$AgCN$ is predominantly covalent, so the nucleophilic attack occurs through the nitrogen atom, forming benzyl isocyanide.
Reaction B: $C_6H_5CH_2NH_2 + CHCl_3 + 3NaOH \rightarrow C_6H_5CH_2NC + 3NaCl + 3H_2O$
This is the carbylamine reaction. Primary amines react with chloroform and alkali to form isocyanides. Benzyl amine gives benzyl isocyanide.
Reaction C: $C_6H_5Br + AgCN \rightarrow$ No reaction
Aryl halides are generally unreactive towards nucleophilic substitution under normal conditions due to the partial double bond character of the C-Br bond.
Reaction D: $C_6H_5NH_2 + CHCl_3 + 3NaOH \rightarrow C_6H_5NC + 3NaCl + 3H_2O$
Aniline undergoes the carbylamine reaction to form phenyl isocyanide, not benzyl isocyanide.
Reaction E: $C_6H_5CH_2CH_2Br + KCN \rightarrow C_6H_5CH_2CH_2CN + KBr$
$KCN$ is predominantly ionic, so the nucleophilic attack occurs through the carbon atom, forming a cyanide (nitrile) rather than an isocyanide.
Thus, benzyl isocyanide is obtained from reactions A and B only.
Answer: A and B Only
Hence, the correct answer is option: 'A'.