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Consider the following reactions: (i) Glucose + ROH dry HCl Acetal x eq. of (CH3CO)2O acetyl derivative (ii) Glucose Ni/H2 A y eq. of (CH3CO)2O acetyl derivative (iii) Glucose z eq. of (CH3CO)2O acetyl derivative 'x', 'y' and 'z' in these reactions are respectively.

1. 5, 6 & 5
2. 4, 5 & 5
3. 5, 4 & 5
4. 4, 6 & 5

Correct answer: 4, 6 & 5

Solution

(i) Forming the methyl acetal (glycoside) consumes the anomeric OH, leaving 4 OH to acetylate, so x=4. (ii) Ni/H2 reduces glucose to sorbitol, an open-chain hexitol with 6 OH, so y=6. (iii) Glucose itself has 5 OH, so z=5. Thus x,y,z = 4, 6 & 5.

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