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🧪 Chemistry  ·  Haloalkanes & Haloarenes  ·  NEET & JEE

In the reaction of 2-bromo-2-methylbutane with EtOH, the major and minor alkene products follow which rule?

Answer: Zaitsev rule: more substituted alkene (2-methyl-2-butene) is major.

  • A Hofmann rule: less substituted alkene is major
  • B Zaitsev rule: more substituted alkene (2-methyl-2-butene) is major
  • C Exactly equal amounts of both possible alkene isomers form
  • D No elimination occurs at all under these solvolysis conditions

Correct answer: B. Zaitsev rule: more substituted alkene (2-methyl-2-butene) is major

Explanation: With a non-bulky base (EtOH) and a tertiary substrate, elimination predominates and the Zaitsev rule applies: 2-methyl-2-butene (trisubstituted) is formed preferentially over 2-methyl-1-butene (disubstituted).

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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