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Q. The boiling points of ethyl acetate and $CH _3 OH$, respectively, are $77^{\circ} C$ and $65^{\circ} C$. Which of the following reactions can be shifted to the right by the distillation of the reaction mixture at about $66^{\circ} C$
I. $MeCOOEt + MeOH \rightarrow$
II. $MeCOOMe + EtOH \rightarrow$
III. $MeCOOMe + PhOH \rightarrow$
IV. $MeCOOPh + MeOH \rightarrow$

Aldehydes Ketones and Carboxylic Acids

Solution:

In (II), the products are ethyl acetate (boiling point $77^{\circ} C$ ) and $MeOH$ (boiling point $65^{\circ} C$ ). Thus at $66^{\circ} C , MeOH$ is removed due to distillation and equilibrium is shifted to R.H.S.
In (IV), phenyl acetate is more reactive than methyl acetate