Diaziridine

Diaziridine

Names
IUPAC name Diaziridine
Identifiers
3D model (Jmol)	Interactive image
ChemSpider	4236879 N
PubChem CID	5059686
InChI InChI=1S/CH4N2/c1-2-3-1/h2-3H,1H2 N Key: DIXBSCZRIZDQGC-UHFFFAOYSA-N N InChI=1/CH4N2/c1-2-3-1/h2-3H,1H2 Key: DIXBSCZRIZDQGC-UHFFFAOYAM
SMILES N1NC1
Properties
Chemical formula	CH4N2
Molar mass	44.06 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Diaziridines are heterocyclic compounds containing two nitrogen atoms in a three-membered ring. They can be considered as strained hydrazines. Due to the ring strain, the nitrogen atoms are configuration stable leading to cis-trans isomers. They are usually synthesized by a method developed by E. Schmitz: A carbonyl compound is treated with ammonia or respectively a primary aliphatic amine and an aminating reagent like hydroxylamine-O-sulfonic acid (HOSA) under slightly basic conditions. The final step is based on the intramolecular cyclization of an aminal.