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JEE Advanced levelSingle correct optionDifficulty 3 of 3hx086

1-Bromopropane is converted to a Grignard reagent with in dry ether. It is then treated with propanone, followed by , to give . Heating with conc. gives the major alkene . is

  1. A2-methylpent-1-ene
  2. B4-methylpent-1-ene
  3. C2-methylpent-2-ene
  4. D2-methylpentane

Answer: C

adds to propanone and hydrolysis gives , 2-methylpentan-2-ol. Acid-catalysed dehydration proceeds through the tertiary cation and follows Zaitsev's rule, losing a hydrogen from the side to give the more substituted alkene . This is 2-methylpent-2-ene.
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