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Four compounds A, B, C and D having similar molecular masses were tested for their boiling points. It was found that compound C has the highest boiling point of all four. What is the compound C most likely to be?

(a) Hydrocarbon

(b) Haloalkane

(c) Alcohol

(d) Ether

I have been asked this question in an international level competition.

This intriguing question originated from Alcohols and Phenols in chapter Alcohols, Phenols and Ethers of Chemistry – Class 12

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Correct option is (c) Alcohol

For explanation: Of compounds having similar molecular masses, alcohols will certainly have the highest boiling point due to the presence of intermolecular hydrogen bonding which is lacking in hydrocarbons, haloalkanes and ethers.

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