By a proper choice of reagents, both symmetrical and unsymmetrical ethers can be prepared…

Chemistry · JEE Advanced · NTA ExamsAlcohols, Phenols and Ethers


By a proper choice of reagents, both symmetrical and unsymmetrical ethers can be prepared by Williamson synthesis which involves the reaction between an alkyl halide and an alkoxide ion. The reverse process involving the cleavage of ethers to give back the original alkyl halide and the alcohol can be carried out by heating the ether with HI at 373 K.
Which of the following reagents when heated will give a good yield of an ether
  1. Isopropyl bromide and sodium isopropoxide
  2. Isopropyl bromide and sodium ethoxide
  3. Bromobenzene and sodium phenoxide
  4. Sodium tert-butoxide and ethyl bromide

Answer

(D) Sodium tert-butoxide and ethyl bromide

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