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JEE Advanced levelSingle correct optionDifficulty 3 of 3st280

The compound shown is one meso stereoisomer of 2,3,4-trichloropentane. Which statement about its central carbon C3 is correct?

  1. AC3 is a pseudoasymmetric centre and its CIP descriptor is
  2. BC3 is not stereogenic because it carries two groups of identical constitution
  3. CC3 is an ordinary stereocentre with descriptor
  4. DExchanging the Cl and H on C3 gives the enantiomer of the compound shown

Answer: A

C2 and C4 of the drawn compound have opposite configurations ( and ), so C3 carries Cl, H, (R)- and (S)-. The two branches are constitutionally identical but differ in configuration, so C3 is pseudoasymmetric: exchanging its Cl and H gives the other meso diastereomer, not an enantiomer. Using the rule that precedes , priorities are Cl, (R)-branch, (S)-branch, H; for the drawn arrangement this gives the lower-case descriptor . The full name is (2R,3s,4S)-2,3,4-trichloropentane.
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