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JEE Main levelOne or more correct optionsDifficulty 2 of 3st225

The stereoisomer of tartaric acid (2,3-dihydroxybutanedioic acid) shown is drawn with wedges. Which of the following statements about the compound shown are correct?

  1. AIt has two stereocentres
  2. BIt is optically inactive
  3. CIt is the enantiomer of -tartaric acid
  4. DIt has a conformation with an internal plane of symmetry

Answer: A, B, D

C2 and C3 each carry , , and the other unit, so both are stereocentres. In the drawing one centre is and the other with identical halves, so this is meso-tartaric acid: its eclipsed conformation has a mirror plane through the C2-C3 midpoint and it is optically inactive. The meso form is a diastereomer, not the enantiomer, of -tartaric acid; the enantiomer of is .
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