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MolSynapse / Question bank / Haloalkanes and Haloarenes / SN2 stereochemistry on drawn chiral halides
JEE Main levelSingle correct optionDifficulty 2 of 3hx226

Assign the CIP descriptors of the two stereocentres of the compound shown, numbering the carbon chain so that the carbon bearing bromine is C-2.

  1. A(2R,3S)
  2. B(2S,3R)
  3. C(2R,3R)
  4. D(2S,3S)

Answer: A

At the bromine-bearing carbon (C-2): (Cl,C,H) , descriptor R. At the chlorine-bearing carbon (C-3): (Br,C,H) , descriptor S. The compound is (2R,3S)-2-bromo-3-chlorobutane (RDKit labels R and S respectively).
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