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What are the differences between E1 and E2 reactions?

Here’s a clear explanation of the differences between E1 and E2 reactions in organic chemistry:


1. Mechanism

  • E1 (Unimolecular Elimination): The reaction occurs in two steps: first, the leaving group leaves, forming a carbocation intermediate, and then a proton is removed to form the double bond.
  • E2 (Bimolecular Elimination): The reaction occurs in a single concerted step: the base removes a proton at the same time the leaving group leaves, forming the double bond.

2. Rate of Reaction

  • E1: Depends only on the concentration of the substrate (first-order reaction).
  • E2: Depends on the concentration of both the substrate and the base (second-order reaction).

3. Substrate Preference

  • E1: Favours tertiary > secondary > primary (carbocation stability is key).
  • E2: Favours tertiary > secondary > primary as well, but steric hindrance can affect base attack.

4. Base Strength

  • E1: Requires a weak base.
  • E2: Requires a strong base.

5. Stereochemistry

  • E1: Double bond formation may lead to a mixture of isomers (less control over stereochemistry).
  • E2: Often shows anti-periplanar geometry, giving more control over the double bond formation.

6. Reaction Conditions

  • E1: Favoured by polar protic solvents (like water, alcohols).
  • E2: Favoured by polar aprotic solvents (like DMSO, acetone) and strong bases.

In short:

  • E1: Two-step elimination, forms carbocation, depends on substrate, weak base, slower.
  • E2: One-step elimination, no carbocation, depends on substrate and base, strong base, faster.

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