Question

Ethanolysis of the conjugate base of 2-(p-hydorxyphenyl) ethyl bromide is about ${10}^6$ times faster than that of the corresponding p-methoxy compound. Choose the incorrect statement(s):

• A. The $O^{-}$ ion can assist the ethanolysis anchimerically more than the $-OMe$ group
• B. The $-OMe$ group can assist the ethanolysis anchimerically more than the $O^{-}$ ion
• C. The activation energy of the intermediate formed is more in the case of 2-(p-methoxyphenyl) ethyl bromide
• D. The activation energy of the intermediate formed is more in the case of 2-(p-hydorxyphenyl) ethyl bromide

Answer 1

Answer: (B), (D)

The correct options are
B The $-OMe$ group can assist the ethanolysis anchimerically more than the $O^{-}$ ion
D The activation energy of the intermediate formed is more in the case of 2-(p-hydorxyphenyl) ethyl bromide

Ethanolysis of the conjugate base of 2-(p-hydorxyphenyl) ethyl bromide is about ${10}^6$ times faster than that of the corresponding p-methoxy compound due to anchimeric assitance from the $O^{-}$ ion.


Activation energy of (Ia) is less than that of (IIa) owing to the fact that (Ia) is more stable than (IIa).