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Question

Which of the following alcohols forms a ketone when oxidized?

A
1-propanol
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B
methanol
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C
2-methyl-2-propanol
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D
2-propanol
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Solution

The correct option is D 2-propanol
Oxidation of secondary alcohols usually give ketones, and that of primary alcohols give aldehydes. When a secondary alcohol is oxidized it is converted to a ketone. The hydrogen from the hydroxyl group is lost along with the hydrogen bonded to the second carbon. The remaining oxygen then forms double bonds with the carbon. This leaves a ketone, as R1-COR2. Ketones cannot normally be oxidized any further because this would involve breaking a CC bond, which requires more energy.
CH3CH(OH)CH3CH3COCH3+H2

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