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JEE Advanced levelSingle correct optionDifficulty 3 of 3st152

Match the species in List I with the property in List II. List I: P = meso-tartaric acid; Q = (2R,3R)-tartaric acid; R = one enantiomer of penta-2,3-diene; S = (+/-)-tartaric acid (racemic). List II: 1 = achiral, has an internal plane of symmetry; 2 = chiral, has two stereocentres and a axis; 3 = chiral, has no stereocentre; 4 = composed of chiral molecules but optically inactive due to external compensation.

  1. AP-1, Q-2, R-4, S-3
  2. BP-1, Q-2, R-3, S-4
  3. CP-2, Q-1, R-3, S-4
  4. DP-4, Q-2, R-3, S-1

Answer: B

meso-Tartaric acid (2R,3S) has a mirror plane (1). (2R,3R)-Tartaric acid is chiral with two stereocentres and a axis (2). Penta-2,3-diene is chiral through a chiral axis with no stereocentre (3). The racemate is an equimolar mixture of enantiomers whose rotations cancel (4).
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