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Furazan

Structure via PubChem · Public domain (PubChem)

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.

In the Vinony graph

Within Vinony's link graph, Furazan is referenced by 10 other articles, and connects out to mass density, digital object identifier and chemical formula.

Vinony files it under Chembox image size set and Oxadiazoles.

Its subject is documented across 13 Wikipedia language editions.

Chemical data

Formula
C2H2N2O
Molecular weight
70.05 g/mol
IUPAC name
1,2,5-oxadiazole
SMILES
C1=NON=C1
InChIKey
JKFAIQOWCVVSKC-UHFFFAOYSA-N
XLogP
0.2
Polar surface area
38.9 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
oxadiazole
Mass
70.016713
Show 4 more facts
Commons category
1,2,5-Oxadiazole
chemical formula
C₂H₂N₂O
canonical SMILES
C1=NON=C1
Sources (2)

via Wikidata · CC0

~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.

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