Reason ketones resist oxidation
- Structure of aldehydes vs ketones
- In aldehydes, the carbonyl carbon is attached to one alkyl group and one hydrogen.
- In ketones, the carbonyl carbon is attached to two alkyl groups (no hydrogen atom bonded to the carbonyl carbon).
- Ease of oxidation
- Oxidation of aldehydes involves replacing the hydrogen atom on the carbonyl carbon with a hydroxyl group, which is very easy.
- Since ketones do not have that hydrogen, oxidation requires breaking a C–C bond, which is much harder and needs strong oxidizing agents.
- Result of oxidation of ketones
- With strong oxidizing agents, ketones can be oxidized, but instead of giving simple carboxylic acids, they usually break into mixtures of smaller carboxylic acids.
- This cleavage makes the process less straightforward than aldehyde oxidation.
In short
- Aldehydes oxidize easily → have a hydrogen on the carbonyl carbon.
- Ketones resist oxidation → lack that hydrogen, so oxidation requires bond cleavage and harsh conditions.