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EntityQ4382648· pop 14· linked from 10 articles

Also known as 1,2,5-oxadiazole

Furazan, or 1,2,5-oxadiazole, is a heterocyclic aromatic organic compound consisting of a five-atom ring containing 1 oxygen and 2 nitrogen atoms. The furazan ring system is also found in the steroid furazabol. Furazan and its derivatives are obtained from the oxime derivatives of 1,2-diketones.

~2 min read

Encyclopedic overview

7 sections
Contents
  • Synthesis
  • Derivatives
  • 3,4-Dimethylfurazan
  • Carboxylic acid derivatives
  • Diaminofurazan
  • Furoxan
  • References

Furazan, or 1,2,5-oxadiazole, is a heterocyclic aromatic organic compound consisting of a five-atom ring containing 1 oxygen and 2 nitrogen atoms. The furazan ring system is also found in the steroid furazabol. Furazan and its derivatives are obtained from the oxime derivatives of 1,2-diketones.

==Synthesis== In theory the simplest means of producing furazan is the cyclic-dehydration of (the di-oxime of glyoxal), but the instability of furazan to high temperature or extremes of pH requires that this process be performed carefully. The formation of furazan from glyoxime is also exothermic and takes place with the copious evolution of noxious gases. The reaction may be achieved by heating glyoxime to 150 °C in the presence of succinic anhydride. Furazan will evaporate at that temperature, which continuously removes the product from the reaction mixture.

Excerpted from Wikipedia’s “Furazan” article, available under the CC BY-SA 4.0 licence.