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Question
Write structures of all the alkenes which on hydrogenation give 2-methylbutane.
Solution
The basic skeleton of 2-methylbutane is shown below:
\[\begin{array}{cc}
\ce{C^1 - C^2 - C^3 - C^4}\\
|\phantom{.......}\\
\ce{C}\phantom{.......}\end{array}\]
On the basis of this structure, various alkenes that will give 2-methylbutane on hydrogenation are:
a)
\[\begin{array}{cc}
\ce{H3C - CH - CH = CH2}\\
|\phantom{.........}\\
\ce{CH3}\phantom{.......}
\end{array}\]
b)
\[\begin{array}{cc}
\ce{CH3}\phantom{....}\\
|\phantom{.......}\\
\ce{CH3 - C = CH - CH3}
\end{array}\]
c)
\[\begin{array}{cc}
\ce{CH2 = C - CH - CH3}\\
|\phantom{.......}\\
\ce{CH3}\phantom{....}
\end{array}\]
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