JEE Advanced levelSingle correct optionDifficulty 3 of 3bm040
Which statement about methyl alpha-D-glucopyranoside is correct?
AIt shows mutarotation because it can open to the aldehyde form.
BIt reduces Tollens reagent because C-1 is a hemiacetal carbon.
CIt is hydrolysed by dilute alkali to glucose.
DIt does not reduce Tollens reagent, does not show mutarotation and is hydrolysed by dilute acid to glucose and methanol.
Answer: D
C-1 is an acetal carbon, which cannot open to the aldehyde in neutral or alkaline medium. So there is no Tollens reaction and no mutarotation. Acetals are stable to base but hydrolysed by dilute acid to the sugar and methanol.