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MHT CET Chemistry Haloalkanes and Haloarenes 2026 MHT CET 2026 (13 April Shift 2)

MHT CET Chemistry Question (2026) — Solution

Question

Which of the following favors SN ^1 reaction?

Options

  1. A. Strong nucleophile
  2. B. Non - Polar solvent
  3. C. Bulky alkyl groups on the carbon atom attached to halogen atom
  4. D. Small alkyl groups on the carbon atom attached to halogen atom

Answer

C. Bulky alkyl groups on the carbon atom attached to halogen atom

Step-by-step solution

The S _ N 1 reaction proceeds via the formation of a carbocation intermediate in its rate-determining step. Bulky alkyl groups on the carbon atom attached to the halogen atom (such as in tertiary alkyl halides) stabilize the resulting carbocation through the +I inductive effect and hyperconjugation. Additionally, the steric crowding in the initial tetrahedral substrate is relieved when it forms a planar carbocation, which provides a driving force for the S _ N 1 mechanism. In contrast, a strong nucleophile and small alkyl groups favor the S _ N 2 mechanism, while non-polar solvents do not favor the ionization step required for S _ N 1. Answer: Bulky alkyl groups on the carbon atom attached to halogen atom

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