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Question -

A hydrocarbon C5H10┬аdoesnot react with chlorine in dark but gives a single monochloro compound C5H9Clin bright sunlight. Identify the hydrocarbon.



Answer -

A hydrocarbon with the molecular formula, C5H10┬аbelongsto 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 thedark, it cannot be an alkene. Thus, it should be a cycloalkane.

Further, the hydrocarbon gives a single monochlorocompound, C5H9Cl by reacting with chlorine in bright sunlight. Sincea single monochloro compound is formed, the hydrocarbon must contain HтИТatomsthat are all equivalent. Also, as all HтИТatoms of a cycloalkane are equivalent,the hydrocarbon must be a cycloalkane. Hence, the said compound iscyclopentane.

Cyclopentane (C5H10)

The reactions involved in the question are:

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