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Question

An organic compound ′A′ on treatment with NH3 gives ′B′ which on heating gives ′C′, ′C′ when treated with Br2 in the presence of KOH produces ethylamine. Compound ′A′ is:

A
CH3COOH
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B
CH3CH2CH2COOH
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C
CH3CH|CH3COOH
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D
CH3CH2COOH
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Solution

The correct option is D CH3CH2COOH
The compound A is propionic acid CH3CH2COOH.
Propionic aicd reacts with ammonia to form ammonium propionate. On heating, ammonium propionate is converted to propionamid. Hoffmann bromamide reaction in presence of KOH and bromine converts propionamide to ethyl amine. In this process, one carbon atom is lost.
CH3CH2COOHNH3−−CH3CH2CO¯O+NH4ΔCH3CH2CONH2KOH+Br2−−−−−−CH3CH2NH2
(A) (B) (C)

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