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Amines

Question
CBSEENCH12011190

An organic compound (C3H9N) (A), when treated with nitrous acid, gave an alcohol and N2 gas was evolved. (A) on warming with CHCl3 and Caustic potash  gave  (C) which on reduction gave  iso-propyl methylamine predict the structure  of (A)

  • CH3-CH2 -NH -CH3

  • CH3CH2CH2-NH2

Solution

A.

straight C subscript 3 straight H subscript 7 NH subscript 2 space plus HNO subscript 2 space rightwards arrow with NaNO subscript 2 space plus HCl on top space straight C subscript 3 straight H subscript 7 OH space plus straight N subscript 2 space plus straight H subscript 2 straight O

space greater than presubscript straight H subscript 3 straight C end presubscript presuperscript straight H subscript 3 straight C end presuperscript CH minus NC space rightwards arrow with Reduction on top space space stack greater than presubscript straight H subscript 3 straight C end presubscript presuperscript straight H subscript 3 straight C end presuperscript CH minus NH minus CH subscript 3 with iso minus propylmethyl space amine below
'A' is Isopropyl methylamine