The boiling points of ethyl acetate and `CH_3 OH`, respectively, are `77^@ C` and `65^@ C`. Which of the following reactions can be shifted to the right by the distillation of the reaction mixture at about `66^@ C`.
(I) `MeCOOEt + MeOH rarr`
(II) `MeCOOMe + EtOH rarr`
(III) `MeCOOMe + PhOH rarr`
(IV) `MeCOOPh + MeOH rarr`.

Options

A. `(I),(II)`
B. `(II), (III)`
C. `(I),(III)`
D. `(II),(IV)`

Answer

D

Explanation

In `(II)`, the product are ethyl acetate (boiling point `77^@ C`) and `MeOH`(boiling point `65^@ C`). Thus at `66^@ C`, `MeOH` is removed due to distillation and equilibrium is shifted to `R.H.S`.
In `(IV)`, phenyl acetate is more reactove than methyl acetate.