Azirine

Azirine
Names
IUPAC name
2H-Azirine
Identifiers
3D model (JSmol)
1633516
ChEBI
ChemSpider
  • InChI=1S/C2H3N/c1-2-3-1/h1H,2H2
    Key: NTJMGOWFGQXUDY-UHFFFAOYSA-N
  • C1C=N1
Properties
C2H3N
Molar mass 41.053 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Azirine is three-membered heterocyclic unsaturated (i.e. it contain a double bond) compound containing a nitrogen atom and related to the saturated analogue aziridine. Azirines are highly reactive yet have been reported in a few natural products such as Dysidazirine. There are two isomers of azirine: 1H-Azirines with a carbon-carbon double bond are not stable and rearrange to the tautomeric 2H-azirine, a compound with a carbon-nitrogen double bond. 2H-Azirines can be considered strained imines and are isolable.