Which of the following reactions will give primary amine?

C H_{3} C O N H_{2} + K O H + B r_{2}

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C H_{3} C N + L i A l H_{4}

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C H_{3} N C + L i A l H_{4}

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C H_{3} C O N H_{2} + L i A l H_{4}

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Solution

The correct options are
A $C H_{3} C O N H_{2} + K O H + B r_{2}$
B $C H_{3} C N + L i A l H_{4}$
D $C H_{3} C O N H_{2} + L i A l H_{4}$
a) This is Hoffmann bromamide degradation which produces primary amine as product.
$C H_{3} C O N H_{2} + 4 K O H + B r_{2} \to C H_{3} N H_{2} (1^{o} amine) + 2 K B r + 2 H_{2} O + K_{2} C O_{3}$

b) $C H_{3} C N + 2 H_{2} L i A l H_{4} - --- \to C H_{3} C H_{2} N H_{2} (1^{o} amine)$

c) $C H_{3} N C + L i A l H_{4} L i A l H_{4} - --- \to C H_{3} - N H - C H_{3} (2^{o} amine)$

d) $C H_{3} C O N H_{2} + 2 H_{2} L i A l H_{4} - --- \to C H_{3} C H_{2} N H_{2} (1^{o} amine) + H_{2} O$

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