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Hinsberg Test

CH3-CH2- OC -...

Question

$C H_{3} - C H_{2} - C ∥ O - N H_{2} A ⟶ C H_{3} - C H_{2} - N H_{2} B ⟶ C H_{3} - C H_{2} - O H$
In the above sequence $A$ & $B$ respectively are :

B r_{2} / K O H, N a O H

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B r_{2} / K O H, H N O_{2}

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K M n O_{4}, K O H

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H N O_{2}, B r_{2} / K O H

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Solution

The correct option is A $B r_{2} / K O H, H N O_{2}$
The first reaction is known as Hoffmann degradation of amides.
$C H_{3} C H_{2} C O N H_{2} + B r_{2} + 4 K O H \to C H_{3} C H_{2} N H_{2} + 2 K B r + K_{2} C O_{3} + 2 H_{2} O$

In the second reaction, amine reacts with nitrous acid to form primary alcohol.
$C H_{3} C H_{2} N H_{2} + H N O_{2} N a N O_{2} + H C l - ------- \to 273 - 278 K C H_{3} C H_{2} C H_{2} - O H + H_{2} O + N_{2} ↑$
Thus, A and B are $B r_{2} / K O H, H N O_{2}$ respectively.

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