Alcohols Phenols And Ethers Question 114

Question: The major product P in the following reaction is $ {{( CH_3 )}_3}COH+C_2H_5OH\xrightarrow{H+}P $

Options:

A) $ {{( CH_3 )}_3}COC{{( CH_3 )}_3} $

B) $ {{( CH_3 )}_3}COC_2H_5 $

C) $ C_2H_5OC_2H_5 $

D) $ {{( CH_3 )}_2}C=CH_2 $

Show Answer

Answer:

Correct Answer: B

Solution:

[b] ten - Butyl alcohol is preferentially protonated because its corresponding carbocation is highly stable than that of $ C_2H_5OH $

$ {{( CH_3 )}_3}COH\xrightarrow{{H^{+}}}{{(CH_3)}_3}C\overset{+}{\mathop{O}}{H_2} $

$ \xrightarrow{-H_2O}\underset{Stable}{\mathop{{{( CH_3 )}_3}}}\overset{+}{\mathop{C}}\xrightarrow{CH_3CH_2\underset{\centerdot \centerdot }{\overset{\centerdot \centerdot }{\mathop{O}}}H} $

$ {{(CH_3)}_3}C{{\overset{H}{\mathop{O}}}^{+}}CH_2CH_3\xrightarrow{-{H^{+}}}{{(CH_3)}_3}COCH_2CH_3 $ The tert-buiyl cation is preferentially attacked by $ CH_3CH_2OH $ rather than bulky $ {{(CH_3)}_3}COH $