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3-Pentanol on reaction with aluminium tertiary butoxide in the presence of acetone gives

Question

3-Pentanol on reaction with aluminium tertiary butoxide in the presence of acetone gives

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Solution

The reaction of 3-Pentanol with aluminium tertiary butoxide in the presence of acetone will result in a substitution reaction. This is because aluminium tertiary butoxide is a strong Lewis acid and can act as a catalyst in this reaction.

Here are the steps:

  1. The lone pair of electrons on the oxygen of the 3-Pentanol will form a bond with the aluminium in the aluminium tertiary butoxide. This will create a complex where the 3-Pentanol is attached to the aluminium.

  2. The complex will then react with the acetone. The bond between the carbon and the oxygen in the acetone is polar, with the oxygen being more electronegative. This makes the carbon susceptible to attack by nucleophiles.

  3. The complex acts as a nucleophile and attacks the carbon in the acetone, causing the double bond with the oxygen to break and the oxygen to take the two electrons.

  4. This results in the formation of a new bond between the 3-Pentanol and the acetone, with the aluminium tertiary butoxide being regenerated and able to catalyse further reactions.

The exact product of this reaction would depend on the specific conditions and the ratio of 3-Pentanol to acetone used. However, it is likely to be a larger organic molecule formed by the joining of the 3-Pentanol and the acetone.

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