230138

Oxazole

98%

• Synonym(s): 1,3-Oxazole, 3-Azafuran
• Empirical Formula (Hill Notation): C₃H₃NO
• CAS Number: 288-42-6
• Molecular Weight: 69.06
• Beilstein/REAXYS Number: 103851
• EC Number: 206-020-8
• MDL number: MFCD00009751
• UNSPSC Code: 12352100
• PubChem Substance ID: 24853776
• NACRES: NA.22

Properties

• assay: 98%
• refractive index: n20/D 1.425 (lit.)
• bp: 69-70 °C (lit.)
• mp: −87-−84 °C (lit.)
• density: 1.05 g/mL at 25 °C (lit.)
• SMILES string: c1cocn1
• InChI: 1S/C3H3NO/c1-2-5-3-4-1/h1-3H
• InChI key: ZCQWOFVYLHDMMC-UHFFFAOYSA-N

Description

General description

Oxazole is the parent molecule for a large class of heterocyclic aromatic compounds. It is a weak base that can be used as an electron-deficient diene in the Diels-Alder cycloaddition reaction. It undergoes nitration, sulfonation, halogenation, Friedel-Crafts alkylation, and acylation.

Application

Oxazole can be used:

• in the intramolecular Diels–Alder (IMDA) cycloaddition reaction to synthesis natural products
• as a precursor in the ring opening, nucleophilic addition and recyclization as well as [2 + 2], [3 + 2], and [4 + 2] cycloaddition reactions

Safety Information

• pictograms: GHS02,GHS05
• signalword: Danger
• hcodes: H225,H318
• pcodes: P210 - P280 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Flam. Liq. 2
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 66.2 °F - closed cup
• flash_point_c: 19 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter