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Hydrolysis of phenyl isocyanide forms :...

Hydrolysis of phenyl isocyanide forms :

A

benzoic acid

B

formic acid

C

acetanilide

D

acetic acid

Text Solution

Verified by Experts

`Ph-overset(+)(N)-=overset(-)(C ):underset(H_(2)O)overset(H^(+))rarr[Ph-NH-overset(O)overset(||)(C )-H]overset(H^(+)//H_(2)O)rarrPh-NH_(2)+HCOOH`
NOTE Isocyanides are hydrolysed only by acids, and not by alkalies. It is because negative charge present on the carbon atom in isocyanides initially electrophile. `(i.e H^(+))`
`R-overset(+)(N)-=overset(-)(C):+H^(+)rarrR-N-=CHunderset(H^(+))overset(H_(2)O)rarr`
`R-N=overset(H)overset(|)(C )-OHoverset("Tautomerises")rarrunderset(R-NH_(2)+HCOOH)underset(darrH^(+)//H_(2)O)(R-NH-overset(O)overset(||)(C)-H)`
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