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Question 5

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

 

Answer

A hydrocarbon with the molecular formula, C5H10 belongs to the group with a general molecular formula CnH2n. Therefore, it may either be an alkene or a cycloalkane.



Since hydrocarbon does not react with chlorine in the dark, it cannot be an alkene. Thus, it should be a cycloalkane.

Further, the hydrocarbon gives a single monochloro compound, C5H9Cl by reacting with chlorine in bright sunlight. Since a single monochloro compound is formed, the hydrocarbon must contain H-atoms that are all equivalent. Also, as all H-atoms of a cycloalkane are equivalent, the hydrocarbon must be a cycloalkane. Hence, the said compound is cyclopentane.

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