Question:

A haloalkane undergoes SN2 or SN1 reaction depending on:

Updated On: Apr 7, 2025
  • Solvent used in the reaction
  • Low temperature
  • The type of halogen atom
  • Stability of the haloalkane
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The Correct Option is A

Approach Solution - 1

  • S₁ (Unimolecular Nucleophilic Substitution) and S₂ (Bimolecular Nucleophilic Substitution) are two different types of nucleophilic substitution reactions that a haloalkane can undergo.
  • S₂: This mechanism occurs when the nucleophile attacks the carbon attached to the halogen in a single concerted step. This is favored by polar aprotic solvents (like acetone or DMSO), which do not solvate the nucleophile strongly and allow it to attack more effectively.
  • S₁: This mechanism occurs in two steps, involving the formation of a carbocation intermediate. This is favored by polar protic solvents (like water or alcohols), which stabilize the carbocation intermediate and facilitate the reaction.

Thus, the solvent used in the reaction plays a crucial role in determining whether the reaction will proceed via the S₁ or S₂ mechanism, making option (A) the correct answer.

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Approach Solution -2

The type of reaction (S₂ or S₁) that a haloalkane undergoes depends on the solvent used. In polar aprotic solvents, S₂ reactions are favored, whereas in polar protic solvents, S₁ reactions are more likely. The stability of the carbocation and the nature of the leaving group also play a role, but the solvent is the primary factor in determining whether the reaction proceeds via an S₁ or S₂ mechanism. 

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