Question
Write structures of all the alkenes which on hydrogenation give 2-methylbutane.

Answer

The basic skeleton of 2-methylbutane is shown below:
$\stackrel{1}{\hbox{C}}-\stackrel{2}{\hbox{C}}-\stackrel{3}{\hbox{C}}-\stackrel{4}{\hbox{C}}\\\ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \text{C}$
On the basis of this structure, various alkenes that will give 2-methylbutane on hydrogenation are:
  1. $\text{H}_3\text{C}-\text{CH}-\text{CH}=\text{CH}_2\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3$
  2. $\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}=\text{CH}-\text{CH}_3$
  3. $\text{CH}_2=\text{C}-\text{CH}-\text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3$

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