Question 13.8: What products do you expect from the following hydration rea...

What products do you expect from the following hydration reaction?

CH _3 CH=CHCH _2 CH _3+ H _2 O \stackrel{H _2 SO _4}{\longrightarrow}?

ANALYSiS Water is added to the double bond, with an H atom added to one carbon and an — OH group added to the other carbon of the double bond.

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Because this is not an unsymmetrically substituted alkene, we can add the —OH group to either carbon:

\underset{\text{Pentan-2-ol}}{\begin{matrix} H\quad H\,\,\,\,\,\,\,\,\,\,\, \\ CH_3—\overset{|}{\underset{|}{C} }—\overset{|}{\underset{|}{C} } —CH_2CH_3 \\ OH\,\,H\,\,\,\,\,\,\,\,\,\,\,\,\, \end{matrix} }      or  \underset{\text{Pentan-3-ol}}{\begin{matrix} H\quad H\,\,\,\,\,\,\,\,\,\,\, \\ CH_3—\overset{|}{\underset{|}{C} }—\overset{|}{\underset{|}{C} } —CH_2CH_3 \\ H\,\,\,\,\,\,OH\,\,\,\,\,\,\,\,\,\, \end{matrix} }

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