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Which of the following statement is incorrect with Williamson synthesis?

  • A.It is used to prepare symmetrical and unsymmetrical ethers.
  • B.It involves reaction between alkyl halide and sodium alkoxide.
  • C.This reaction involves \(\mathrm{S_{N}2}\) attack.
  • D.Secondary or tertiary alkyl halides gives better results of ether formation.
  • E.Alkoxides are not only nucleophiles but also strong bases.

Answer: D

The incorrect statement is Secondary or tertiary alkyl halides gives better results of ether formation.

Williamson synthesis is an SN2 reaction, which works best with primary alkyl halides. Alkoxides are strong bases as well as nucleophiles, so with secondary and especially tertiary halides elimination wins and alkenes form instead of ethers.

The other statements are true: the method makes both symmetrical and unsymmetrical ethers from an alkyl halide and a sodium alkoxide, by SN2 attack, and alkoxides are both nucleophiles and strong bases.

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