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Among the five structural isomers of hexane, which one produces only two distinct monochloro derivatives on chlorination?

1. 2-methylpentane
2. 2,2-dimethylbutane
3. 2,3-dimethylbutane
4. n-hexane

Correct answer: 2,3-dimethylbutane

Solution

2,3-dimethylbutane has a symmetrical structure that allows for only two unique positions for chlorine substitution during chlorination, resulting in just two distinct monochloro derivatives.

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