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JEE Main levelOne or more correct optionsDifficulty 2 of 3o3228

The secondary bromide shown (configuration not specified) can react by or depending on conditions. Which of the following changes would favour over ? Select all that apply.

  1. AUse a high concentration of as the nucleophile
  2. BChange the solvent from methanol to DMF
  3. CAdd to the mixture
  4. DUse pure water as solvent with no added nucleophile

Answer: A, B

The compound is 2-bromobutane. A high concentration of a good anionic nucleophile (azide) raises the bimolecular rate, and a polar aprotic solvent such as DMF leaves the anion unsolvated and more reactive. Ag+ pulls off bromide and promotes ionisation (), and water as solvent without added nucleophile favours solvolysis through the carbocation. Correct: the first two.
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