How does diazomethane react with a diketone?

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In summary, the reaction between 1-phenylbuta-1,3-dione and diazomethane in the presence of ether results in a Büchner–Curtius–Schlotterbeck reaction, where one of the carbonyl carbons of 1-phenylbuta-1,3-dione is attacked by the positively charged nitrogen of diazomethane and the other oxygen bonds with the other nitrogen. The exact mechanism of this reaction is not fully understood.
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Homework Statement


What are the products when 1-phenylbuta-1,3-dione reacts with diazomethane in
presence of ether?


Homework Equations





The Attempt at a Solution


I tried to do it this way:
Since carbonyl carbons of 1-phenylbuta-1,3-dione , one of them might get attacked by the positively charged nitrogen of diazomethane ;and the oxygen ,will therefore (maybe?), bond with the other nitrogen . And then I think the ether will do something but the problem is I can't reason out what happens next or is this approach even correct or not.:confused::cry:
Is this some named reaction ? I tried to google it and stumbled upon the Nierenstein reaction but that is not exactly this reaction , right?:confused:
Any hint or help will be REALLY appreciated.
Thanks in advance.:biggrin:
 
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1. What is the chemical formula for diazomethane?

The chemical formula for diazomethane is CH2N2.

2. How does diazomethane react with a diketone?

Diazomethane reacts with a diketone through a cyclopropanation reaction, where the diazomethane molecule adds to the carbonyl group of the diketone to form a cyclopropane ring.

3. What is the mechanism of the reaction between diazomethane and a diketone?

The reaction between diazomethane and a diketone involves the formation of a diazo compound intermediate, followed by the transfer of a carbene to the diketone to form the cyclopropane ring. This is known as the Wolff rearrangement mechanism.

4. What are the products of the reaction between diazomethane and a diketone?

The main product of the reaction between diazomethane and a diketone is a cyclopropane compound. In addition, a minor product of the reaction may be a ketone or an alkene, depending on the structure of the diketone used.

5. What are the safety precautions when working with diazomethane?

Diazomethane is a highly toxic and potentially explosive chemical. It should only be handled by trained professionals in a well-ventilated fume hood. Protective equipment, such as gloves and safety glasses, should be worn at all times. It should also be stored and disposed of properly to prevent any accidents or harm.

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