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Question

Which of the following compound has the highest boiling point?

A
1-bromohexane
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B
2-bromo-4-methylpentane
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C
2-bromo-3-methylpentane
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D
All have equal boiling point
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Solution

The correct option is A 1-bromohexane

For the same molar mass, as branching increases, the overall surface area decreases. This leads to a reduction in the intermolecular forces (London dispersion forces), thereby decreasing boiling point.
2-bromo-3-methylpentane and 2-bromo-4-methylpentane are branched. So, their surface area is lower than that of 1-bromohexane. Thus, they have lower boiling point than 1-bromohexane.

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