Alcohols Phenols And Ethers Question 197

Question: Action of water in the presence of sulphuric acid with the following alkenes (i) $ CH_3-CH=C<\begin{matrix} CH_3 \\ CH_3 \\ \end{matrix} $ and (ii) $ CH_3-CH=CH_2 $ gives

Options:

A) $ CH_3-CH_2-\underset{OH}{\mathop{\underset{|}{\mathop{C}}\ \ }}<\begin{matrix} CH_3 \\ CH_3 \\ \end{matrix} $ and (ii) $ CH_3-\underset{OH}{\mathop{\underset{|}{\mathop{C}}H}}-CH_3 $

B) (i) $ CH_3-\underset{OH}{\mathop{\underset{|}{\mathop{C}}H}}=CH<\begin{matrix} CH_3 \\ CH_3 \\ \end{matrix} $ and(ii) $ CH_3-CH_2-CH_2OH $

C) (i) $ CH_3-\underset{OH}{\mathop{\underset{|}{\mathop{C}}H}}-CH<\begin{matrix} CH_3 \\ CH_3 \\ \end{matrix} $ and (ii) $ CH_3-\underset{OH}{\mathop{\underset{|}{\mathop{C}}H}}-CH_3 $

D) (i) $ CH_3-CH_2-\underset{OH}{\mathop{\underset{|}{\mathop{C}}\ \ }}<\begin{matrix} CH_3 \\ CH_3 \\ \end{matrix} $ and(ii) $ CH_3-CH_2-CH_2OH $

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Answer:

Correct Answer: A

Solution:

$ \underset{\text{2 methyl 2 butene}}{\mathop{CH_3-CH=C<\begin{matrix} CH_3 \\ CH_3 \\ \end{matrix}}}+H_2O\underset{\text{Markownikoff rule}}{\mathop{\xrightarrow{H_2SO_4}}} $

$ \underset{\text{2 methyl butan-2-ol}}{\mathop{CH_3-CH_2-\underset{OH\ }{\mathop{\underset{|}{\mathop{C}}\ \ \ \ }}<\begin{matrix} CH_3 \\ CH_3 \\ \end{matrix}}} $

$ \underset{propene}{\mathop{CH_3CH=CH_2}}+H_2O\underset{\text{Markownikoff rule}}{\mathop{\xrightarrow{H_2SO_4}}}\underset{\text{propene-2-ol}}{\mathop{CH_3-\overset{OH}{\mathop{\overset{|}{\mathop{C}}H}}-CH_3}} $