Ketones do not reduce Fehling’s solution and Tollen’s reagents, but fructose with a keto group reduces it. This is due to (1) group which is oxidised to keto group. 2. Enolisation of keto group of fru

Question

Ketones do not reduce Fehling’s solution and Tollen’s reagents, but fructose with a keto group reduces it. This is due to

(1) group which is oxidised to keto group.

2. Enolisation of keto group of fructose and then its inter conversion to aldehyde group in the presence of OH^– of the reagent.

3. Lobry de Bruy Van Ekenstein rearrangement.

4. Epimerisation and Ruff’s degradation.

TestHub · Accepted Answer

The keto group of fructose isomerizes to an aldehyde (enolization and Lobry de Bruyn-van Ekenstein rearrangement) in alkaline solution, allowing reduction.

Chemistry - Carbonyl compounds Question with Solution | TestHub

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