Question 11.8: More and more frequently we see ethanol used as an additive ...

  1. More and more frequently we see ethanol used as an additive in the gasoline we buy. A mixture of 10% ethanol and 90% gasoline significantly raises the octane rating of the fuel. In fact, some cities where auto emissions may reach harmful levels require the use of 10% ethanol gasoline. Bioethanol is produced by fermentation of crops such as corn. However, it can also be manufactured by the hydration of ethene. Write a balanced equation showing the hydration of ethene.
  2. Write an equation showing all the products of the hydration of the
    unsymmetrical alkene 1-pentene.
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2. Begin by drawing the structure of 1-pentene and of water and indicating the catalyst.

Markovnikov’s rule tells us that the carbon atom that is already bonded to the greater number of hydrogen atoms is more likely to receive the hydrogen atom from the water molecule. The other carbon atom is more likely to become bonded to the hydroxyl group. Thus we can predict that the major product of this reaction will be 2-pentanol and that the minor product will be 1-pentanol. Now we can complete the equation by showing the products:

11.8 1
11.8 2
11.8 3

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