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Catalytic Hydrogenation

A hydrocarbon...

Question

A hydrocarbon $C_{5} H_{10}$ does not react with chlorine in dark but gives a single monochloro compound $C_{5} H_{9} C l$ in bright sunlight. Identify the hydrocarbon.

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Solution

The molecular formula of hydrocarbon is $C_{5} H_{10}$ . It satisfies the general formula $C_{n} H_{2 n}$ . It suggests that the hydrocarbon is either alkene or cyclloalkane. It does not react with chlorine in dark. Hence, it cannot be alkene. Hence, it is cycloalkane. It gives a single monochloro compound $C_{5} H_{9} C l$ in bright sunlight. Hence, the hydrocarbon.is cyclopentane.

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