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Question
How the following conversion can be carried out?
tert-Butyl bromide to isobutyl bromide
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Solution
\[\begin{array}{cc}
\ce{CH3}\phantom{..............................................}\ce{CH3}\phantom{......................................}\ce{CH3}\phantom{....}\\
|\phantom{....................................................}|\phantom{............................................}|\phantom{.......}\\
\ce{CH3 - C - CH3 ->[Alc. KOH, \Delta][Dehydrohalogenation] \underset{2-Methyl-1-propene}{CH3 - C = CH2} ->[HBr, Peroxide] \underset{Isobutyl bromide}{CH3 - CH - CH2Br}}\\
|\phantom{.........................................................................................................}\\
\ce{\underset{tert-Butyl bromide}{Br}}\phantom{.......................................................................................................}
\end{array}\]
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\[\begin{array}{cc}
\ce{H3C}\phantom{..................................}\\
\backslash\phantom{...........................}\\
\ce{CH - CH2 - CH3}\\
/\phantom{...........................}\\
\ce{H3C}\phantom{...................................}
\end{array}\]
