Oxazole

Oxazole

Names
IUPAC name 1,3-oxazole
Identifiers
CAS Number	288-42-6 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:35597 N
ChemSpider	8898 N
ECHA InfoCard	100.005.474
EC Number	206-020-8
MeSH	D010080
PubChem	9255
InChI InChI=1S/C3H3NO/c1-2-5-3-4-1/h1-3H N Key: ZCQWOFVYLHDMMC-UHFFFAOYSA-N N InChI=1/C3H3NO/c1-2-5-3-4-1/h1-3H Key: ZCQWOFVYLHDMMC-UHFFFAOYAD
SMILES C1=COC=N1
Properties
Chemical formula	C3H3NO
Molar mass	69.06 g/mol
Density	1.050 g/cm3
Boiling point	69 to 70 °C (156 to 158 °F; 342 to 343 K)
Acidity (pKa)	0.8 (of conjugate acid)
Supplementary data page
Structure and properties	Refractive index (n), Dielectric constant (εr), etc.
Thermodynamic data	Phase behaviour solid–liquid–gas
Spectral data	UV, IR, NMR, MS
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

Oxazole is the parent compound for a vast class of heterocyclic aromatic organic compounds. These are azoles with an oxygen and a nitrogen separated by one carbon. Oxazoles are aromatic compounds but less so than the thiazoles. Oxazole is a weak base; its conjugate acid has a pK_a of 0.8, compared to 7 for imidazole.

Classical oxazole synthetic methods in organic chemistry are

Other methods are reported in literature.

In biomolecules, oxazoles result from the cyclization and oxidation of serine or threonine nonribosomal peptides:

Oxazoles are not as abundant in biomolecules as the related thiazoles with oxygen replaced by a sulfur atom.