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Q.

Some organic compounds are given below:

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Select the correct statement(s) about the above compounds from the following:

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a

Compounds (I) and (III) will reduce Fehling’s solution and will also mutarotate.

b

Compound (IV) will reduce Tollen’s reagent but not mutarotate.

c

Compound (II) will not be reducing but mutarotating.

d

The product(s) of the acid catalysed hydrolysis of both (II) and (III) will be reducing but not mutarotating.

answer is A, B.

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Detailed Solution

All reducing sugars are muatrotating. Although (IV) is an α -hydroxy ketone and hence reducing but it can’t mutarotate as it is not a carbohydrate, can’t form ring. In (II) the glycosidic linkage is in between two anomeric carbons and hence ring opening can’t occur, thus non reducing as well as non – mutarotating.

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