SN1 Reaction Mechanism

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SN1 reactions are substitution reactions where the rate-determining step involves only one molecular entity, making the reaction unimolecular.

Mechanism:

  1. Formation of Carbocation (Rate-Determining Step):
    • The leaving group (e.g., a halide) departs from the substrate, forming a carbocation.
    • This step is slow and determines the reaction rate.
  2. Nucleophilic Attack:
    • A nucleophile attacks the planar carbocation intermediate.
    • This can lead to either retention or inversion of configuration at the reaction center, often resulting in a racemic mixture if the substrate is chiral.

Key Features:

  • Rate Law: Rate = k[substrate]k[\text{substrate}]k[substrate]
    (Rate depends only on the concentration of the substrate, not the nucleophile.)
  • Carbocation Stability: The reaction favors substrates that can form stable carbocations (e.g., tertiary > secondary > primary).
  • Polar Protic Solvents: These solvents stabilize the carbocation and leaving group, enhancing the reaction rate.

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