Azetidine

Azetidine
Names
IUPAC name
Azetidine
Other names
Azacyclobutane, Trimethylene imine, 1,3-Propylenimine
Identifiers
503-29-7 YesY
ChEBI CHEBI:30968 YesY
ChEMBL ChEMBL2171713 N
ChemSpider 9993 YesY
Jmol interactive 3D Image
Properties
C3H7N
Molar mass 57.09 g/mol
Appearance Clear slight brown liquid
Density 0.847 g/cm3 at 25 °C
Boiling point 61 to 62 °C (142 to 144 °F; 334 to 335 K)
miscible
Acidity (pKa) 11.25 (pKa of conjugate acid in water),[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Azetidine is a saturated heterocyclic organic compound containing three carbon atoms and one nitrogen atom. It is a liquid at room temperature with a strong odor of ammonia and is strongly basic compared to most secondary amines. Azetidines do not occur as frequently in nature and have been studied far less than closely related chemical compounds such as pyrrolidine and β-lactam.

Natural Occurrence

Azitidine and its derivatives are relatively rare structural motifs in natural products. Notably, they are a key component of mugineic acids and penaresidins. Perhaps the most abundant azitidine containing natural product is azetidine-2-carboxylic acid, a non-proteinogenic homolog of proline.

See also

References

  1. Bansal, R.K. "Heterocyclic Chemistry" 3rd Ed. 1999, p. 96

External links


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