Alcohols Phenols And Ethers Question 214

Question: Which of the following combinations can be used to synthesize ethanol

[KCET 2004]

Options:

A) $ CH_3MgI $ and $ CH_3COCH_3 $

B) $ CH_3MgI $ and $ C_2H_5OH $

C) $ CH_3MgI $ and $ CH_3COOC_2H_5 $

D) $ CH_3MgI $ and $ HCOOC_2H_5 $

Show Answer

Answer:

Correct Answer: C

Solution:

$ \underset{\text{Ethyl methyl ester}}{\mathop{CH_3-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-OC_2H_5}}+CH_3MgI\to CH_3-\underset{CH_3\ \ \ \ \ \ \ \ }{\overset{O-MgI\ \ \ \ }{\mathop{\underset{|}{\overset{|}{\mathop{C}}}-OC_2H_5}}} $

$ \xrightarrow{Hydrolysis}CH_3-\underset{CH_3}{\overset{OH\ }{\mathop{\underset{|}{\overset{|}{\mathop{C}}}-O}}}C_2H_5\xrightarrow{+Mg<\begin{matrix} Br\ \\ OH \\ \end{matrix}} $

$ \underset{Acetone}{\mathop{\begin{matrix} CH_3 \\ CH_3 \\ \end{matrix}>C=O}}+\underset{\text{Ethyl alcohol}}{\mathop{C_2H_5OH}} $