• Source: Acetone azine

Acetone azine is the simplest ketazine. It is an intermediate in some hydrazine manufacturing processes.




Synthesis



Acetone azine can be prepared from acetone and hydrazine:

2 (CH3)2CO + N2H4 → 2 H2O + [(CH3)2C=N]2
It can also be produced from acetone (2 eq.), ammonia (2 eq.) and hydrogen peroxide (1 eq.). The first step is the formation of acetone imine, Me2C=NH; this is then oxidized by hydrogen peroxide through a complex mechanism to give 3,3-dimethyloxaziridine, which reacts with a further molecule of ammonia to produce acetone hydrazone. The hydrazone then condenses with a further molecule of acetone to produce the azine. The acetone azine product is distilled out of the reaction mixture as a 1:6 azeotrope with water.




Reactions


Acetone azine can be used to prepare acetone hydrazone and 2-diazopropane.

Hydrazine can be produced through acid-catalysed hydrolysis of acetone azine:

2 H2O + [(CH3)2C=N]2 → 2 (CH3)2CO + N2H4




References

Kata Kunci Pencarian:

• Acetone azine
• Azine
• Acetone hydrazone
• Hydrazine
• Peroxide process
• C6H12N2
• Hydrazone
• 1-Diazidocarbamoyl-5-azidotetrazole
• Hydrazines
• Controlled Drugs and Substances Act