Question

Specify reagents suitable for converting 3-ethyl-2-pentene to 3-ethyl-3-pentanol:

• A. Conc. $H_{2}S{O}_4$/Heat
• B. Conc. $H_{2}S{O}_4$/Cool
• C. Dil $H_{2}S{O}_4$/Heat
• D. Dil $H_{2}S{O}_4$/Cool

Answer 1

The correct option is C Dil $H_{2}S{O}_4$/Heat

3-ethyl-2-pentene is converted into 3-ethyl-3-pentanol by reaction with $H_{2}S{O}_4$. It is an electropilic addition of $H_{2}S{O}_4$ across carbon carbon double bond. The addition follows Markwonikoff's rule.
$C{H}_3-CH=C(C_2{H}_5{)}_2+\underset{Heat}{\overset{dil{H}_{2}S{O}_4}{\to }}COS{O}_{3}H(C_2{H}_5{)}_3\underset{-H_{2}S{O}_4}{\overset{H_{2}O}{\to }}COH(C_2{H}_5{)}_3$