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Question
Among the isomeric alkanes of molecular formula C5H12, identify the one that on photochemical chlorination yields a single monochloride.
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Solution
\[\begin{array}{cc}
\phantom{...}\ce{CH3}\\
|\\
\ce{CH3 - C - CH3}\\
|\\
\phantom{...}\ce{\underset{Neopentane}{CH3}}
\end{array}\]
All the H-atoms of neopentane are equivalent, so replacing any H-atom gives the same product.
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\[\begin{array}{cc}
\ce{H3C}\phantom{..................................}\\
\backslash\phantom{...........................}\\
\ce{CH - CH2 - CH3}\\
/\phantom{...........................}\\
\ce{H3C}\phantom{...................................}
\end{array}\]
