Question

In the reaction below, $X$ is Neo-pentyl alcohol $\stackrel{H_{2}S{O}_4}{\to }X$

• A. 2-methylpentane
• B. 2-methylpent-2-ene
• C. 2-methylbut-2-ene
• D. neo-pentane

Answer 1

Answer: (C)

$\stackrel{-H_{2}O}{\to }C{H}_3-\underset{\stackrel{|}{C}{H}_3}{\stackrel{\underset{|}{C}{H}_3}{C}}-\stackrel{+}{C}{H}_3\stackrel{\text{Methyl shift}}{\to }$
$C{H}_3-\underset{\stackrel{|}{C}{H}_3}{\stackrel{\oplus }{C}}-C{H}_{2}C{H}_3\underset{-H^{+}}{\to }\underset{\text{2 - methyl but -2 - ene}}{C{H}_3-\underset{\stackrel{|}{C}{H}_3}{C}=CHC{H}_3}$