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JEE Main levelSingle correct optionDifficulty 2 of 3hx208

(R)-Butan-2-ol is treated with alone, without pyridine (SNi mechanism with retention). The product is

  1. Aracemic 2-chlorobutane
  2. B(R)-2-chlorobutane
  3. Cbut-2-ene
  4. D(S)-2-chlorobutane

Answer: B

In SNi the chlorosulfite collapses with Cl delivered to the same face, so the configuration is retained. Priority order is OH > > > H and Cl > > > H, so the label remains R.
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