For the reaction RCH 2 Br + I - ⟶  Acetone  RCH 2 I  major  + Br - The correct…

For the reaction

RCH2Br+I- Acetone RCH2I major +Br-

The correct statement is

  1. Br can act as competing nucleophile.

  2. The reaction can occur in acetic acid also.

  3. The transition state formed in the above reaction is less polar than the localised anion.

  4. The solvent used in the reaction solvates the ions formed in rate determining step

Solution

R-CH2-Br+I- Acetone R-CH2-I+Br-

As mentioned the reaction follows SN2  reaction mechanism. The Finkelstein reaction classically involves the conversion of Alkyl bromides into Alkyl iodides by the treatment with a solution of Sodium iodide in Acetone. NaBr is not readily soluble in acetone and hence reaction shifts in forward reaction. For SN2 reactions, transition state formed is less polar than the localised anion.

Asked in: JEE Main 2023 (06 Apr Shift 1)

Practice more Halogen Derivatives questions on Aicharya