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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ap272

Choose all correct statements about the ether shown.

  1. AIt can be prepared from sodium benzyl oxide () and bromoethane.
  2. BIt can be prepared from sodium ethoxide and benzyl chloride.
  3. CIt can be prepared in good yield by heating ethanol and benzyl alcohol with concentrated .
  4. DIt is cleaved by cold dilute aqueous sodium hydroxide.

Answer: A, B

The ether is benzyl ethyl ether. Both Williamson combinations use a primary halide with an alkoxide, so both routes work (A, B). Heating two different alcohols with acid gives a mixture of the two symmetrical ethers and the unsymmetrical one (C false). Ethers are not cleaved by dilute base (D false).
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