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An organic compound 'A' having molecular...

An organic compound 'A' having molecular formula `C_(2)H_(3)N` on reduction gave another compound 'B' Upon treatment with nitrous acid gave ethyl alcohol and on warming with chloroform and alcoholic KOH, it formed an offensive smelling compound 'C'. The compound 'C' is :

A

`CH_(3)CH_(2)CH_(2)`

B

`CH_(3)CH_(2)Noverset(rarr)=C`

C

`CH_(3)C-=N`

D

`CH_(3)CH_(2).OH`

Text Solution

Verified by Experts

The correct Answer is:
B
(i) Proceed back with known compound `C_(2)H_(5)OH.`
(ii) `1^(@)` amine on reaction with `HNO_(2)` gives `1^(@)` alcohol
`underset("(A)")underset("Methyl cyanide")(CH_(3)-C-=N)overset("Reduction")rarr underset("(B)")underset("Ethanamine")(CH_(3)CH_(2)NH_(2).)overset("HONO")rarr underset("Ethanol")(CH_(3)CH_(2)OH)`
`underset("(B)")(CH_(3)CH_(2)NH_(2))overset(CHCl_(3),KOH)rarr underset("(C)")underset("Ethyl isocyanide")(CH_(3)CH_(2)N=C)`
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