Alcohols Phenols And Ethers Question 210

Question: When ethanal reacts with $ CH_3MgBr $ and $ C_2H_5OH $ /dry HCl the product formed are

[DCE 2003]

Options:

A) Ethyl alcohol and 2-propanol

B) Ethane and hemi-acetal

C) 2-propanol and acetal

D) Propane and methyl acetate

Show Answer

Answer:

Correct Answer: C

Solution:

Ethanal with $ CH_3MgBr $ gives propanol-2 (after hydrolysis) and with $ C_2H_5OH $ , it gives acetal. $ \underset{Acetaldehyde}{\mathop{CH_3CHO}}+CH_3MgBr\to CH_3CH<\begin{matrix} OMgBr \\ CH_3\ \ \ \\ \end{matrix}\xrightarrow{{H^{+}}} $

$ \underset{\text{2 propanol}}{\mathop{CH_3CH<\begin{matrix} OH\ \\ CH_3 \\ \end{matrix}}} $

$ CH_3CHO+2C_2H_5OH\xrightarrow{\text{dry }HCl}\underset{Acetal}{\mathop{CH_3CH<\begin{matrix} OC_2H_5 \\ OC_2H_5 \\ \end{matrix}}} $