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Question

Which of the following reaction will not produce 1o amine as major product?

A
H3CCH2CN(Completehydrolysis)H+/H2O
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B
H3CCH2O||COHN3H−−H+
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C
Phthalimidei. KOH−−−−−−−−−−−−−ii. CH3CH2CH2I OH/H2O−−−−−
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D
CH3CH2Br+NH3(excess)
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Solution

The correct option is A H3CCH2CN(Completehydrolysis)H+/H2O
(a) Complete hydrolysis of nitrile gives carboxylic acid.
H3CCH2CNH+/H2O−−−−H3CCH2COOH

(b) Schmidt Reaction:
H3CCH2O||COHN3H−−H+H3CCH2NH2

(d) Gabriel Phthalimide Synthesis:
Phthalimidei. KOH−−−−−−−−−−−−−ii. CH3CH2CH2I OH/H2O−−−−−CH3CH2CH2NH2

(d) CH)3CH2Br+NH3(excess)EtNH2

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