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Question

Which of the following has the highest boiling point ?

A
1-chloropentane
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B
1-chloro-2-methylbutane
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C
2-chloro-3-methylbutane
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D
All have equal boiling point
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Solution

The correct option is A 1-chloropentane
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.
1-chloro-2-methylbutane and 2-chloro-3-methylbutane are branched. So, its surface area is lower than that of 1-chloropentane. Thus, they have lower boiling point than 1-chloropentane.
Therefore, 1-chloropentane has the highest boiling point.

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