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MHT CET202617 April 2026Evening ShiftChemistryAlcohols Phenols and EthersActual

Which among the following does NOT undergo Williamson's synthesis?

Options

  1. AC ₂ H ₅ Br
  2. BC ₆ H ₅ - Br
  3. CC ₆ H ₅ - CH ₂ - Br

Correct answer

C. C ₆ H ₅ - CH ₂ - Br

Step-by-step solution

Williamson's synthesis is a method for preparing ethers by the reaction of an alkyl halide with a sodium alkoxide. This reaction follows an S_N2 mechanism. For an S_N2 reaction to occur favorably, the halide should be primary or secondary (primary being the most reactive). Let us evaluate the given options: 1. C ₂ H ₅ Br (Ethyl bromide) is a primary alkyl halide and readily undergoes Williamson's synthesis. 2. CH ₃- CH ( CH ₃)- CH ₂- Br (Isobutyl bromide) is a primary alkyl halide and undergoes Williamson's synthes

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