A hydrocarbon $\ce{C_5H_{10}}$ does not react with chlorine in dark but gives a single monochloro compound $\ce{C_5H_9Cl}$ in bright sunlight. Identify the hydrocarbon.
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The hydrocarbon can be either a cycloalkane or an alkene since it doesn’t react with $\ce{Cl_2}$ in the dark, it can not be an alkene but must be cycloalkane since the cycloalkane reacts with $\ce{Cl_2}$​​​​​​​ 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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