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Question

Which of the following does not exhibit the phenomenon of mutarotation ?

A
(-) fructose
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B
(+) sucrose
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C
(+) lactose
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D
(+) maltose
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Solution

The correct option is B (+) sucrose
Reducing sugars that exist in hemiacetal and hemiketal forms, mutarotation in aqueous solution. During mutarotation, the ring open upto give the open-chain form which then recloses either in the inverted position or in the original position giving an equilibrium mixture of two anomers with a small amount of open-chain form.

Thus, all reducing monosaccharides and disaccharides undergo mutarotation in aqueous solution. Among the given carbohydrates, only sucrose is a non-reducing sugar as in it the hemiacetal and hemiketal groups of glucose and fructose are linked together through O-atom and thus, not free.

Due to the absence of a free hemiacetal or hemiketal group, sucrose does not exhibit mutarotation.

Hence, option B is correct.

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