Which of the following will form isocyanide on reaction with $C H C l_{3}$ and $K O H$ ?

C_{6} H_{5} N H C H_{3}

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C H_{3} C_{6} H_{4} N H_{2}

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C_{6} H_{5} N H C_{4} H_{9}

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C_{6} H_{5} N (C_{2} H_{5})_{2}

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Solution

The correct option is A $C H_{3} C_{6} H_{4} N H_{2}$
$C H_{3} C_{6} H_{4} N H_{2}$ Toluidine a primary amine on reaction with chloroform $C H C l_{3}$ and $K O H$ gives isocyanide. This test is called the Hoffman carbylamine test or isocyanide test characteristic to primary amines. The carbylamine test does not give a positive reaction with secondary and tertiary amines.

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