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🧪 Chemistry  ·  Haloalkanes & Haloarenes  ·  NEET & JEE

Which of the following statements correctly explains the Menshutkin reaction?

Answer: A tertiary amine reacts with an alkyl halide via SN2 to give a quaternary ammonium salt (R3N + RX → R3NR+ X-).

  • A A tertiary amine reacts with an alkyl halide via SN2 to give a quaternary ammonium salt (R3N + RX → R3NR+ X-)
  • B A primary amine undergoes an SN1 solvolysis with a tertiary alkyl halide under typical conditions according to standard textbooks
  • C A secondary amine generally reacts with HCl gas to form an ammonium chloride salt in general practice as frequently described
  • D A quaternary ammonium salt undergoes Hofmann elimination to give an alkene in most textbook accounts during normal conditions

Correct answer: A. A tertiary amine reacts with an alkyl halide via SN2 to give a quaternary ammonium salt (R3N + RX → R3NR+ X-)

Explanation: The Menshutkin reaction is an SN2 alkylation of a tertiary amine by an alkyl halide to produce a quaternary ammonium salt, important in synthesis of phase-transfer catalysts and ionic liquids.

SN2: one stepNu-CX-backside attackNuC+ X-Inversion of configuration(Walden inversion)SN1: two stepsCX-slow: leaving group exits+CcarbocationNu-Planar intermediate givesracemisation (both faces attacked)

SN2 proceeds in a single step with backside attack and inversion of configuration, while SN1 forms a planar carbocation intermediate first, leading to racemisation.

Concept context

Study carbon-halogen compounds: how they are made, how they react via SN1/SN2 and elimination, their stereochemistry, and their environmental impact.

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