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EntityQ413041· pop 19· linked from 6 articles

Also known as azate

Azete, also known as azacyclobutadiene, is a heterocyclic compound consisting of an unsaturated four-membered ring with three carbon atoms and one nitrogen atom. It is inherently unstable due to its 4π-electron antiaromatic character and the strain of the four-membered ring.

Wikidata facts

Mass
53.026549
Show 3 more facts
chemical formula
C₃H₃N
canonical SMILES
C1=CN=C1
Commons category
Azete
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Article

6 sections
Contents
  • Structure and electronic properties
  • Synthesis
  • Reactivity
  • Applications
  • See also
  • References

Azete, also known as azacyclobutadiene, is a heterocyclic compound consisting of an unsaturated four-membered ring with three carbon atoms and one nitrogen atom. It is inherently unstable due to its 4π-electron antiaromatic character and the strain of the four-membered ring.

Azete is the most unsaturated four-membered nitrogen heterocycle and is formally the nitrogen analogue of cyclobutadiene. Its parent structure is highly strained and antiaromatic, accounting for its pronounced instability and reactivity. Azetes occur in unfused forms, where the ring is isolated, and in benzo-fused variants, which gain stability from aromatic conjugation with a benzene ring.

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