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SolutionsDehydrogenation

1. Complete the reactions

Write the organic product of the dehydrogenation of:

  1. Ethane (loses one molecule of H2)
  2. Cyclohexane (loses three molecules of H2)
  3. Cyclooctane (loses one molecule of H2)
  1. Ethene (ethylene), CH2=CH2.
  2. Benzene, C6H6.
  3. Cyclooctene, C8H14.

2. Oxidation or reduction?

Classify each transformation as an oxidation or a reduction:

  1. Propane → propene
  2. Ethene → ethane
  3. Cyclohexane → benzene
  1. Oxidation (loses hydrogen).
  2. Reduction (gains hydrogen).
  3. Oxidation.

3. The hydrogen acceptor

In the iridium catalytic cycle, tert-butylethene is 'sacrificed'. What does it become, and what is it for?

It accepts the hydrogen lost by cyclooctane and becomes 2,2-dimethylbutane. The catalyst is thus freed for a new cycle and the equilibrium is shifted towards cyclooctene.

4. Energy

Is the dehydrogenation of an alkane exothermic or endothermic? Why does it need high temperatures and catalysts?

Endothermic: two strong C–H bonds are broken and only a π bond and an H–H bond are formed. That is why it needs an energy input (high temperature) and catalysts that lower the activation energy.

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