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  4. An alkane (molecular weight =86 ) on monochlorination gives only two monochloro derivatives. One isomer (X) of this alkane is obtained in catalytic reduction of alkene (Y) which gives four monochloro derivatives. Isomer (X) is?

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Q. An alkane (molecular weight $=86$ ) on monochlorination gives only two monochloro derivatives. One isomer $(X)$ of this alkane is obtained in catalytic reduction of alkene $(Y)$ which gives four monochloro derivatives. Isomer $(X)$ is?

ManipalManipal 2015

Solution:

Alkene $\xrightarrow{\text { catalytic reduction }} \underbrace{I+I I}_{\text {isomers }}$
Mol. wt. $=86 \Rightarrow C _{6} H _{14}$
$Y$ (alkane) $\xrightarrow[{\text{reduction}}]{\text { Catalytic }} X$ (isomer of A) $\xrightarrow{\text { Monochlorination }} 4$ monochloro derivatives.
As $X$ is isomer of $A$ thus it should have molecular formula $C _{6} H _{14}$
This isomer of hexane gives four monochloro products on chlorination.

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