Question
Which reagent will you use for the following reaction? $\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_3\xrightarrow{ \ \ \ \ \ \ \ \ \ \ \ \ \ }\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{Cl}+\text{CH}_3\text{CH}_2\text{CHClCH}_3$
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Answer
Free radical chlorination or bromination of alkanes gives a complex mixture of isomeric mono$- $and polyhaloalkanes, which is difficult to separate as pure compounds.
In this case a mixture of the two isomeric forms of butane is obtained by the use of $\ce{Cl_2 / UV}$ light as`per reaction below$-$
$\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_3\xrightarrow[\text{or heat}]{ \ \ \ \text{Cl}_2/\text{ UV light}\ \\ \ \ }\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{Cl}+\text{CH}_3\text{CH}_2\text{CHClCH}_3$
In this case a mixture of the two isomeric forms of butane is obtained by the use of $\ce{Cl_2 / UV}$ light as`per reaction below$-$
$\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_3\xrightarrow[\text{or heat}]{ \ \ \ \text{Cl}_2/\text{ UV light}\ \\ \ \ }\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{Cl}+\text{CH}_3\text{CH}_2\text{CHClCH}_3$
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