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Question
How the following conversion can be carried out?
tert-Butyl bromide to isobutyl bromide
Solution
\[\begin{array}{cc}
\ce{CH3}\phantom{.............................}\ce{CH3}\phantom{........................}\ce{CH3}\phantom{..}\\
\phantom{....}|\phantom{.................................}|\phantom{............................}|\phantom{........}\\
\ce{CH3 - C - CH3 ->[Alc. KOH, \Delta][Dehydrohalogenation] \underset{2-Methyl-1-propene}{CH3 - C = CH2} ->[HBr, Peroxide] \underset{Isobutyl bromide}{CH3 - CH - CH2Br}}\\
|\phantom{..................................................................}\\
\ce{\underset{tert-Butyl bromide}{CH3}}\phantom{...............................................................}
\end{array}\]
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