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Question
How many monochlorination product is possible for 2-methylbutane? Draw their structures and write their IUPAC names.
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Solution
Possible monochlorination products for 2-methylbutane:
\[\begin{array}{cc}
\ce{CH3\phantom{.....................................}CH3\phantom{......................}CH3\phantom{.........................}CH3\phantom{.....................}CH3\phantom{...........}}\\
|\phantom{.........................................}|\phantom{.........................}|\phantom{.............................}|\phantom{.........................}|\phantom{.............}\\
\ce{\underset{2-Methylbutane}{CH3 - CH - CH2 -} CH3 + Cl - Cl ->[UV][light] CH3 - C - CH2 - CH3 + CH3 - C - CH - CH3 + Cl - CH2 - C - CH2 - CH3 + CH3 - C - CH2 - CH2 - Cl}\\
\phantom{.............................}|\phantom{.........................}|\phantom{....}|\phantom{.........................}|\phantom{.........................}|\phantom{}\\
\phantom{.............................}\ce{\underset{2-Chloro-2-methylbutane}{Cl}\phantom{..........}\underset{2-Chloro-3-methylbutane}{H\phantom{..} Cl}\phantom{..........}\underset{1-Chloro-2-methylbutane}{H}\phantom{.......}\underset{1-Chloro-3-methylbutane}{H}\phantom{}}
\end{array}\]
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