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JEE Main levelSingle correct optionDifficulty 2 of 3o4228

The halide shown undergoes E2 elimination with sodium ethoxide. Counting E and Z isomers as different compounds and ignoring any rearrangement or optical isomerism, how many distinct alkenes can be formed?

  1. A2
  2. B3
  3. C4
  4. D5

Answer: B

The compound is 2-bromo-4-methylpentane. Removal of a hydrogen from C-1 gives 4-methylpent-1-ene, and removal from C-3 gives (E)- and (Z)-4-methylpent-2-ene. The other side of the molecule offers no further beta-hydrogens, so the total is 1 + 2 = 3.
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