JEE Main 2022 (27 Jun, Shift 1) Chemistry Q79: Carbohydrates

Question

L-isomer of a compound ‘A’ ($\mathrm{C_4H_8O_4}$) gives a positive test with $\mathrm{[Ag(NH_3)_2]^+}$. Treatment of ‘A’ with acetic anhydride yields triacetate derivative. Compound ‘A’ produces an optically active compound (B) and an optically inactive compound (C) on treatment with bromine water and $\mathrm{HNO_3}$ respectively. Compound (A) is :

Accepted Answer

Option 1: [figure: Fischer projection, CHO at top and $\mathrm{CH_2OH}$ at bottom; the two middle carbons carry HO on the left and H on the right (upper), HO on the left and H on the right (lower)]

Answer

[figure: Fischer projection, CHO at top and $\mathrm{CH_2OH}$ at bottom; the two middle carbons carry HO on the left and H on the right (upper), HO on the left and H on the right (lower)]

Answer

[figure: Fischer projection, CHO at top and $\mathrm{CH_2OH}$ at bottom; upper middle carbon has H on the left and OH on the right, lower middle carbon has HO on the left and H on the right]

Answer

[figure: Fischer projection, CHO at top and $\mathrm{CH_2OH}$ at bottom; upper middle carbon has H on the left and OH on the right, lower middle carbon has H on the left and OH on the right]

Answer

[figure: Fischer projection, CHO at top and $\mathrm{CH_2OH}$ at bottom; upper middle carbon has HO on the left and H on the right, lower middle carbon has H on the left and OH on the right]

JEE Main 27 June 2022, Shift 1, Chemistry Q79

Same idea in other shifts