Question

$Glucose\underset{}{\overset{HCN}{\to }}X\underset{}{\overset{Hydrolysis}{\to }}Y\underset{Heat}{\overset{HI}{\to }}Z$
Identify $Z$.

• A. 2- Iodoheptane
• B. Heptane-2-ol
• C. 2-Iodohexane
• D. Heptanoic acid

Answer 1

Answer: (D)

Heptanoic acid

Answer: $\left(D\right)$ Heptanoic acid

Glucose react with $HCN$ to give cyanohydrin which gives heptanoic acid on hydrolysis followed by heating with HI.

$\underset{\left(Glucose\right)}{CHO-{\left(CHOH\right)}_4-C{H}_{2}OH}\stackrel{HCN}{\to }\underset{\left(\text{Glucose Cyanohydrin}\right)}{CN-{\left(CHOH\right)}_5-C{H}_{2}OH}\stackrel{{H_{3}O}^{+}}{\to }COOH-{\left(CHOH\right)}_5-C{H}_{2}OH$

$COOH-{\left(CHOH\right)}_5-C{H}_{2}OH\underset{\Delta }{\overset{HI}{\to }}\underset{\left(\text{Heptanoic acid}\right)}{COOH-{\left(C{H}_2\right)}_5-C{H}_3}$