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NEETChemistryHaloalkanes and Haloarenes

tert-Butyl Bromide reacts with aq. NaOH by S N 1 mechanism while n-butyl bromide reacts by S N 2 mechanism. Why?

Options

  1. AAs tert. Carbocation is highly stable so tert-butyl bromide follows S N 1 mechanism.In case of n-butylbromide,
  2. Btert-Butyl Bromide forms a stronger bond with the nucleophile.
  3. Cn-Butyl bromide has a more stable carbocation intermediate.
  4. Dn-Butyl bromide has a more bulky structure.

Correct answer

A. As tert. Carbocation is highly stable so tert-butyl bromide follows S N 1 mechanism.In case of n-butylbromide,

Step-by-step solution

Correct Option is : (A) As tert. Carbocation is highly stable so tert-butyl bromide follows S N 1 mechanism.In case of n-butylbromide,primary carbocation is formed which is least stable so it does not follow S N 1 mechanism. Here, steric hindrance is very less, so it follows S N 2 mechanism.

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