Identify the product of the following reaction:

Illustrate with examples the limitations of Williamson synthesis for the preparation of certain types of ethers.

Which of the following compounds does $NOT$ react with sodium metal?

The following are possible syntheses of phenyl propyl ether. Which one would work?
$(i)$ $C_6H_5OH$ $\xrightarrow{KNH_2}$ $\xrightarrow{CH_3CH_2CH_2Br}$
(ii) $CH_3CH_2CH_2OH$ $\xrightarrow{NaOH}$ $\xrightarrow{C_6H_5Br}$
(iii) $CH_3CH_2CH_2OH$ $\xrightarrow{NaH}$ $\xrightarrow{C_6H_5Br}$

Which of the following cannot be prepared by Williamson synthesis?

Identify the products $R$ and $S$ in the reaction sequence given:
$(CH_3)_3 COH$ $\xrightarrow{Na} P$ $\xrightarrow{CH_3 Br} Q$ $\xrightarrow[\Delta]{HI} R + S$