question_answer

Which one of the following compounds is most readily hydrolysed by \[{{S}_{N}}^{1}\] mechanism?

A) \[C{{H}_{3}}CH=CHCI\]

B) \[{{\left( {{C}_{6}}{{H}_{5}} \right)}_{3}}CCl\]

C) \[ClC{{H}_{2}}CH=C{{H}_{2}}\]

D)

Correct Answer: B

Solution :

This is linked with the relative stabilities of the carbocation intermediates formed in the slow or rate determining step. The increasing order of stability is

[a] \[C{{H}_{3}}-CH=\overset{\oplus }{\mathop{CH}}\,\](Vinylic)            (Least stable)

[b]

[c] \[ClC{{H}_{2}}CH=C{{H}_{2}}\]

[d]