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Standard XIII

Chemistry

Synthesis of Amides

An organic co...

Question

An organic compound A upon reacting with $N H_{3}$ gives B. On heating B gives C. C in presence of $K O H$ reacts with $B r_{2}$ to give $C H_{3} C H_{2} N H_{2}$ . Then A is:

C H_{3} C H_{2} C H_{2} C O O H

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H_{3} C - C | C H_{3} H - C O O H

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C H_{3} C H_{2} C O O H

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C H_{3} C O O H

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Solution

The correct option is C $C H_{3} C H_{2} C O O H$
The end product is formed by Hoffmann bromamide degradation which gives us idea that C would be an amide i.e. propanamide.
Retrieving the information we can give the reaction sequences as follow:
$C H_{3} C H_{2} - O | | C - O H (A) N H_{3} - -- \to C H_{3} C H_{2} - O | | C - ⊖ O \oplus N H_{4} (B) △ - --- \to - H_{2} O C H_{3} C H_{2} - O | | C - N H_{2} (C) B r_{2} / K O H - ----- \to C H_{3} C H_{2} N H_{2}$

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An organic compound A upon reacting with NH3 gives B. On heating B gives C. C in presence of KOH reacts with Br2 to give CH3CH2NH2. Then A is:

An organic compound A upon reacting with $N H_{3}$ gives B. On heating B gives C. C in presence of $K O H$ reacts with $B r_{2}$ to give $C H_{3} C H_{2} N H_{2}$ . Then A is: