JEE Main 2022 · 28 Jul · Shift 2 · Chemistry Q49

ChemistrySingle correct+4 / -1Question 49 of 90

The formulas of A and B for the following reaction sequence

$\text{Fructose}\xrightarrow[\mathrm{H_3O^+}]{\mathrm{HCN}}A\qquad\text{Fructose}\xrightarrow[\text{(ii) HI/P}]{\text{(i) NaBH}_4}B$

are

\mathrm{A=C_7H_{14}O_8}

\mathrm{B=C_6H_{14}}

\mathrm{A=C_7H_{13}O_7}

\mathrm{B=C_7H_{14}O}

\mathrm{A=C_7H_{12}O_8}

\mathrm{B=C_6H_{14}}

\mathrm{A=C_7H_{14}O_8}

\mathrm{B=C_6H_{14}O_6}

Answer and worked solution

Official answer: A

A. HCN adds to the C=O and hydrolysis turns CN into COOH: $\mathrm{C_7H_{14}O_8}$ .

B. $\mathrm{NaBH_4}$ gives the hexitol; HI/P reduces it to n-hexane, $\mathrm{C_6H_{14}}$ .

(A)

Topics:Carbohydrates

JEE Main 2022 · 28 Jul · Shift 2, Chemistry question 49