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Multiple Choice

Reaction of a ketone with hydroxylamine yields which type of compound?

When a carbonyl compound reacts with hydroxylamine, you form an oxime: the carbonyl carbon is linked to a C=N–OH group. The specific name depends on the original carbonyl. For a ketone, the product is a ketoxime, not just a generic oxime, because two carbon-containing groups stay attached to the carbonyl carbon after the reaction. The oxime structure is C=N–OH, but with a ketone starting material you call it a ketoxime. This is distinct from an imine (which lacks the hydroxyl on nitrogen) or an enamine (formed from amines with enolizable carbonyls under different conditions). So the reaction of a ketone with hydroxylamine yields a ketoxime.

When a carbonyl compound reacts with hydroxylamine, you form an oxime: the carbonyl carbon is linked to a C=N–OH group. The specific name depends on the original carbonyl. For a ketone, the product is a ketoxime, not just a generic oxime, because two carbon-containing groups stay attached to the carbonyl carbon after the reaction. The oxime structure is C=N–OH, but with a ketone starting material you call it a ketoxime. This is distinct from an imine (which lacks the hydroxyl on nitrogen) or an enamine (formed from amines with enolizable carbonyls under different conditions). So the reaction of a ketone with hydroxylamine yields a ketoxime.