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JEE Main levelSingle correct optionDifficulty 2 of 3hx210

cis-1-Bromo-4-methylcyclohexane is treated with in dry acetone and undergoes a single SN2 substitution at C-1. The product is

  1. Acis-1-iodo-4-methylcyclohexane
  2. Ba 1:1 mixture of cis and trans isomers
  3. Ctrans-1-iodo-4-methylcyclohexane
  4. D4-methylcyclohexene

Answer: C

SN2 inverts the configuration at C-1. Iodine therefore enters on the face opposite to the departing Br, while the methyl at C-4 stays put, so the cis relationship becomes trans.
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