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Q.

An organic compound A on reacting with NH3 gives B. on heating B gives C. C in the presence of KOH reacts with Br2 to give CH3CH2NH2..A is

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a

CH3CH2COOH

b

CH3CH2CH2CH2COOH

c

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d

CH3COOH

answer is C.

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Detailed Solution

ANH3BΔCKOH/BrCH3CH2NH2

The reaction of C with KOH/Br2 to give amine is called Hofmann bromamide reaction. This reaction is given by acid amides only in which

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group undergoes rearrangement along with the loss of CO2 molecule. Thus, the compound C must be acid amide with three carbon atoms. Hence, the compound C is 

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Since, all the options shows that A is an acid and it forms acid amide on reaction with NH3. Thus, acid must contain three carbon atoms. Hence, the compound A is CH3CH2COOH. The complete series of reaction can be represented as

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An organic compound A on reacting with NH3 gives B. on heating B gives C. C in the presence of KOH reacts with Br2 to give CH3CH2NH2..A is