Consider the following sequence of reactions
`CH_(3)COOH overset(SOCI_(2))rarr A overset(NH_(2)OH)rarr B overset(HCI)rarrC` The end product 'C' is .

Options

A. `CH_(3)NH_(2)`
B. `CH_(3)CH_(2)NH_(2)`
C. `(CH_(3))_(2)CHNH_(2)`
D. A mixture of all the

Answer

A

Explanation

Reaction of carboxylic acid with thiony1 chloride `(SOCI_(2))` yields an acy1 chloride which gives hydroxamic acid on raction with hydroxamic acid undergoes the Lossen rearrangement to yield a primary amine with one `C` atom less the carboxylic acid .
`CH_(3)COOH overset(SOCI_(2))rarrCH_(3)underset((A))COCIoverset(NH_(2)OH)rarr(B) underset((B))(CH_(3)CONHOH)underset(-CO_(2))overset(HCI)rarrunderset((C))(CH_(3)NH_(2))`
NOte that we can also use an ester in place of `(A)` to get the same result .