Which reagent converts an aldehyde to its oxime?

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Multiple Choice

Which reagent converts an aldehyde to its oxime?

Oxime formation from an aldehyde is achieved with hydroxylamine. The nitrogen of hydroxylamine attacks the carbonyl carbon, forming a hemiaminal intermediate, which then loses water to give the oxime with a C=N–OH bond. This reagent is specific for oxime formation; other options would give different products—ammonia tends to form imines, hydrogen cyanide forms cyanohydrins, and hydrazine forms hydrazones. So the reagent that converts an aldehyde to its oxime is hydroxylamine.

Oxime formation from an aldehyde is achieved with hydroxylamine. The nitrogen of hydroxylamine attacks the carbonyl carbon, forming a hemiaminal intermediate, which then loses water to give the oxime with a C=N–OH bond. This reagent is specific for oxime formation; other options would give different products—ammonia tends to form imines, hydrogen cyanide forms cyanohydrins, and hydrazine forms hydrazones. So the reagent that converts an aldehyde to its oxime is hydroxylamine.

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