Which of the following(s) represent the correct order of boiling points?

C H_{3} C H_{2} C O O H < C H_{3} C H_{2} C H_{2} C O O H < C H_{3} C H_{2} C H_{2} C H_{2} C O O H

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H C O C H_{3} < C_{2} H_{5} O H < C H_{3} C O O H

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H C O C H_{3} < C H_{3} C O O H < C_{2} H_{5} O H

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C_{2} H_{5} O H < C H_{3} C O O H < C H_{3} C H_{2} C O O H

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Solution

The correct option is D $C_{2} H_{5} O H < C H_{3} C O O H < C H_{3} C H_{2} C O O H$
Carboxylic acids have higher boiling points than aldehydes, ketones, and given alcohol of comparable molecular mass. This is because of formation of stronger intermolecular H-bonding than alcohol.
Alcohol has higher boiling point than aldehyde and ketone due to H-bonding.
Hence, $H C O C H_{3} < C_{2} H_{5} O H < C H_{3} C O O H$ is correct of boiling point.

Also,
Boiling Point $\propto$ Molecular Weight
Hence, carboxylic aciod having higher molecular weight will have higher boiling point.
Thus, order of boiling point in option (b) and (d) are also correct.
$C H_{3} C H_{2} C O O H < C H_{3} C H_{2} C H_{2} C O O H < C H_{3} C H_{2} C H_{2} C H_{2} C O O H$

$C_{2} H_{5} O H < C H_{3} C O O H < C H_{3} C H_{2} C O O H$

Thus, options (a), (b) and (c) are correct.

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