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JEE Advanced levelSingle correct optionDifficulty 3 of 3hx087

1-Bromobutane is treated with 2 equivalents of lithium metal in dry ether to give . Two equivalents of react with to give the Gilman reagent , and then reacts with to give the hydrocarbon . is

  1. Apentane
  2. Boctane
  3. Chexane
  4. Dbutane

Answer: A

is butyllithium; two with give lithium dibutylcuprate . A Gilman reagent transfers one alkyl group to an alkyl halide in a coupling reaction: . The new hydrocarbon is pentane.
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