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What is the main competing side reaction for an SN2 reaction? What reaction conditions are usually...

What is the main competing side reaction for an SN2 reaction? What reaction conditions are usually utilized to favor formation of an SN2 product?

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Answer #1

The main competing side reaction for an SN2 reaction is E2 reaction.

Reaction Conditions to favour SN2:

  • The compounds which are strong nucleophiles but weak bases will favour SN2 reaction. An example could be preference of Thiolate over Alkoxides for SN2 reaction.
  • Polar, aprotic solvents increase nucleophilicity of a species and thus increase the rate of SN2 reaction.
  • E2 reaction requires β -hydrogens and therefore less or no branching of the substrate promotes SN2 reaction.
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