Asked in ETEA MDCAT 2013 2013Moderate

When 2-Bromo-2-methyl propane undergoes unimolecular elimination reaction, the product obtained will be:

Correct answer: B. 2-Methyl propene

  • A. 2-Methyl propane
  • B. 2-Methyl propene
  • C. 2-Methyl-1 propanol
  • D. 2-pentanol

Explanation

The unimolecular elimination (E1) reaction of 2-Bromo-2-methyl propane involves the removal of the bromine atom, resulting in the formation of a carbocation. This intermediate then undergoes rearrangement to form the most stable alkene, which in this case is 2-Methyl propene, an alkene with a double bond.Option A, 2-Methyl propane, is incorrect because the elimination reaction leads to an alkene, not an alkane. Option C, 2-Methyl-1 propanol, is incorrect because no alcohol is formed in this type of reaction. Option D, 2-pentanol, is incorrect because the starting material does not have the carbon chain length necessary to form 2-pentanol.

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About Elimination Reactions

Elimination reactions remove a leaving group and a hydrogen atom from adjacent carbon atoms to form an alkene. The topic covers dehydrohalogenation of alkyl halides, E1 and E2 mechanisms, the role of base, solvent and substrate structure, and Zaitsev orientation, which is often contrasted with substitution.

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