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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hc218

Which of the following methods can be used to prepare ethylbenzene from benzene or bromobenzene?

  1. ABenzene with and anhydrous
  2. BBenzene with /, then
  3. CBenzene with /, then
  4. DBromobenzene with and sodium in dry ether (Wurtz-Fittig)

Answer: A, B, D

Direct alkylation with ethyl chloride, acylation followed by Clemmensen reduction and Wurtz-Fittig coupling all give . reduces the ketone only to 1-phenylethanol, so c is wrong.
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