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Chapter 22: Q4P (page 734)

Write the complete mechanism for the deuteration of acetone on treatment with D3O+.

Short Answer

Expert verified

The reaction of acetone with D3O+ is a two step process. The first step is enolate ion formation. In the second step the enolate ion reacts with deuterium ion and forms the product.

Step by step solution

01

Explanation of the process

The reaction of acetone with D3O+ is a two step process. The first step is enolate ion formation. In the second step the enolate ion reacts with deuterium ion and forms the product.

02

Enolate ion formation

In this step, one of the Hydrogen ions of acetone is removed by the deuterium ion and forms the enolate ion.

03

Product formation

In this step, the enolate reacts with the deuterium ion. For this, the double bond between the carbon atoms is broken and the deuterium forms bond with the carbon atom.

04

Conclusion

Hence, the mechanism of deuteration of acetone on treatment with D3O+ is

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Most popular questions from this chapter

Show the steps in preparing each of the following substances using either a malonic ester synthesis or an acetoacetic ester synthesis:

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