Question
A hydrocarbon $C_5H_{10}$ does not react with chlorine in dark but gives a single monochloro compound $C_5H_9Cl$ in bright sunlight. Identify the hydrocarbon.
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Answer
The hydrocarbon can be either a cycloalkane or an alkene since it doesn’t react with $Cl_2$ in the dark, it can not be an alkene but must be cycloalkane since the cycloalkane reacts with $Cl_2$ in the presence of sunlight to give a single monochloro derivative. It shows that it is cyclic hydrocarbon in which hall the hydrogen atoms are identical. Thus, it can be only cyclopentane.
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