JEE Main Chemistry question

Glucose forms many derivatives. The derivative which will help to prove the furanose structure is:

(A)Osazone
(B)Benzoyl
(C)Acetyl
(D)IsopropylideneCorrect

Answer: (D)

Solution

Treating glucose with acetone under acidic conditions forms an isopropylidene (acetonide) derivative in which cyclic ketal rings form specifically across adjacent cis-diol pairs; the pattern of isopropylidene ring formation observed with glucose is

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Question ID VK-151076