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Question

The decreasing order of boiling points of the following alcohols is?

A
3-methylbutan-2-ol > 2-methylbutan-2-ol > pentan-1-ol
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B
pentan-1-ol > 3-methylbutan-2-ol > 2-methylbutan-2-ol
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C
2-methylbutan-2-ol > 3-methylbutan-2-ol > pentan-1-ol
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D
2-methylbutan-2-ol > pentan-1-ol > 3-methylbutan-2-ol
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Solution

The correct option is B pentan-1-ol > 3-methylbutan-2-ol > 2-methylbutan-2-ol
3-methylbutan-2-ol (CH3CH(CH3)CH(OH)CH3) is a secondary alcohol.
2-methylbutan-2-ol (CH3CH2C(CH3)(OH)CH3) is a tertiary alcohol.
pentan-1-ol (CH3CH2CH2CH2CH2OH) is a primary alcohol.

For same molecular formula, as branching in chain of alcohol increases​ surface area decreases​ due to which van der Waals force decreases​ and thus Boiling point decreases​. Therefore the decreasing order of boiling point is primary alcohol > secondary alcohol > tertiary alcohol. So order of boiling point is
pentan-1-ol > 3-methylbutan-2-ol > 2-methylbutan-2-ol.

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