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The alcohol shown is dehydrated with concentrated sulfuric acid at 170 degrees C. Ignoring rearrangement and counting E and Z isomers as different compounds, how many alkenes can be formed?

  1. A1
  2. B2
  3. C3
  4. D4

Answer: C

The alcohol is butan-2-ol. Loss of a hydrogen from C-1 gives but-1-ene, and loss from C-3 gives both (E)- and (Z)-but-2-ene. The total is 1 + 2 = 3 alkenes.
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