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Q. Which one of the following on reduction with lithium aluminium hydride yield a secondary amine:

AIPMTAIPMT 2007Amines

Solution:

$CH_3 - N \equiv C + 4 [H] \xrightarrow {LiAIH_4} CH_3 NHCH_3$

Dimethylamine On catalytic reduction or with lithium aluminium hydride $(LiAlH_4)$ or with nascent hydrogen, alkyl isocyanide yield $2^{\circ}$ amine whereas cyanide gives $1^{\circ}$ amine on reduction.