Structure via PubChem · Public domain (PubChem)
oxazole
Sign in to saveAlso known as 1,3-oxazole
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 pKa of 0.8, compared to 7 for imidazole.
Chemical data
- Formula
- C3H3NO
- Molecular weight
- 69.06 g/mol
- IUPAC name
- 1,3-oxazole
- SMILES
- C1=COC=N1
- InChIKey
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N
- XLogP
- 0.1
- Polar surface area
- 26 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- hydrogen
- Mass
- 69.021
Show 5 more facts
- Commons category
- Oxazole
- chemical formula
- C₃H₃NO
- canonical SMILES
- C1=COC=N1
- melting point
- -86.0
- described by source
- Encyclopædia Britannica 11th edition
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Preparation
- Biosynthesis
- Reactions
- See also
- Additional reading <!-- to be trashed-->
- 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 pKa of 0.8, compared to 7 for imidazole.
==Preparation== The classic synthetic route the Robinson–Gabriel synthesis by dehydration of 2-acylaminoketones:
Excerpted from Wikipedia’s “oxazole” article, available under the CC BY-SA 4.0 licence.