A hydrocarbon C₅H₁₀ does not react with chlorine in dark but gives a single monochloro compound C₅H₉Cl in bright sunlight. Identify the hydrocarbon.

The hydrocarbon with molecular formula C₅H₁₀ can either form a cycloalkane or an alkene. Since the compound does not react with Cl₂in the dark, therefore it cannot be an alkene but must be a cycloalkane. Since the cycloalkane reacts with Cl₂ in the presence of bright sunlight to give a single monochloro compound, C₅H₉Cl, therefore, all the ten hydrogen atoms of the cycloalkanes must be equivalent. Thus, the cycloalkane is cyclopentane.