NEET 2010 Chemistry question

Fructose reduces Tollen's reagent due to :

(1)Asymmetric carbons
(2)Primary alcoholic groups
(3)Secondary alcoholic group
(4)Enolisation of fructose followed by conversion to aldehyde by baseCorrect

Answer: (4)

Solution

Fructose is a ketose, and ketones normally do not reduce Tollens' reagent. However, Tollens' reagent is alkaline, and in the basic medium fructose undergoes enolisation (through an enediol) and isomerises to the aldoses glucose and

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Question ID VK-090393