Oxazole

Oxazole
Full structural formula
Skeletal formula with numbers
Ball-and-stick model
Space-filling model
Names
Preferred IUPAC name
1,3-Oxazole[1]
Identifiers
3D model (JSmol)
103851
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.474 Edit this at Wikidata
EC Number
  • 206-020-8
485850
MeSH D010080
UNII
  • 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
  • C1=COC=N1
Properties
C3H3NO
Molar mass 69.06 g/mol
Density 1.050 g/cm3
Boiling point 69.5 °C (157.1 °F; 342.6 K)
Acidity (pKa) 0.8 (of conjugate acid)[2]
Hazards
GHS labelling:[3]
GHS02: FlammableGHS05: Corrosive
Danger
H225, H318
P210, P233, P240, P241, P242, P243, P264+P265, P280, P303+P361+P353, P305+P354+P338, P317, P370+P378, P403+P235, P501
Supplementary data page
Oxazole (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[4] Oxazoles are aromatic compounds but less so than the thiazoles. Oxazole is a weak base; its conjugate acid has a pKa of 0.8, compared to 7 for imidazole.

  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 140. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ^ Zoltewicz, J. A. & Deady, L. W. Quaternization of heteroaromatic compounds. Quantitative aspects. Adv. Heterocycl. Chem. 22, 71-121 (1978).
  3. ^ "Oxazole". pubchem.ncbi.nlm.nih.gov.
  4. ^ T. L. Gilchrist (1997). Heterocyclic Chemistry (3 ed.). Longman. ISBN 0-582-01421-2.