JEE Main 2016 · 3 Apr · Shift 1 · Chemistry Q53

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ChemistrySingle correct+4 / -1Question 53 of 90

The absolute configuration of the compound shown is :

Fischer projection: CO₂H at the top, CH₃ at the bottom; on C2, H on the left and OH on the right; on C3, H on the left and Cl on the right.

(2R, 3S)

(2S, 3R)

(2S, 3S)

(2R, 3R)

Answer and worked solution

Official answer: B

C2 carries OH > C3 (bearing Cl) > $\ce{CO2H}$ > H; with H on a horizontal bond, the apparent clockwise sense is reversed: S. C3 carries Cl > C2 > $\ce{CH3}$ > H; the apparent anticlockwise sense, reversed, gives R. So (2S, 3R).

Topics:Optical isomerism and chirality

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JEE Main 2016 · 3 Apr · Shift 1, Chemistry question 53