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Question

An alkane C6H14 gives two monochloro derivatives when chlorinated. Which of the following is that alkane?

A
2,2-dimethyl butane
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B
3-methyl pentane
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C
2-methyl pentane
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D
2,3-dimethyl butane
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Solution

The correct option is D 2,3-dimethyl butane
During chlorination, one hydrogen is replaced by chlorine atom to give monochloro derivatives. For hexane undergoing monochlorination, 2 monochloro derivatives are formed. So there must be two different kind of hydrogen atoms for two monochloro derivatives to form.
For 2,3-dimethyl butane, there are 2 tertiary and 12 primary hydrogen atoms.
So 2,3-dimethyl butane can form two monochloro derivatives.

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