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NEET2008ChemistryHaloalkanes and HaloarenesActual

In a S_ N 2 substitution reaction of the type R - Br + Cl ⁻ DMF R - Cl + Br ⁻ , which one of the following has the highest relative rate?

Options

  1. ACH ₃- CH ₂- CH ₂ Br
  2. BCH ₃ CH ₂ Br

Correct answer

3

Step-by-step solution

Key Idea: The relative reactivity of alkyl halides towards S _ N 2 reactions is as follows: Primary > Secondary > Tertiary However, if the primary alkyl halide or the nucleophile/base is sterically hindered the nucleophile will have difficulty to getting the back side of the -carbon as a result of this, the elimination product will be predominant. Here CH ₃ CH ₂ Br is the least hindered, hence it has the highest relative rate towards S _ N 2 reaction.

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