5-methyl-1,2-oxazole-4-carboxylic acid

• ChemBase ID: 34368
• Molecular Formular: C5H5NO3
• Molecular Mass: 127.0981
• Monoisotopic Mass: 127.02694303
• SMILES: o1c(c(cn1)C(=O)O)C
• Canonical SMILES: Cc1oncc1C(=O)O
• InChI: InChI=1S/C5H5NO3/c1-3-4(5(7)8)2-6-9-3/h2H,1H3,(H,7,8)
• InChIKey: VQBXUKGMJCPBMF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-1,2-oxazole-4-carboxylic acid
• IUPAC Traditional name: 5-methyl-1,2-oxazole-4-carboxylic acid
• Synonyms: 5-methyl-4-isoxazolecarboxylic acid; 5-Methylisoxazole-4-carboxylic acid; 5-Methyl-4-isoxazolecarboxylic Acid; 5-Methylisoxazole-4-carboxylic acid; 5-甲基异噁唑-4-甲酸

Database IDs

• CAS Number: 42831-50-5
• EC Number: 000-000-0
• MDL Number: MFCD00955655
• Beilstein Number: 116000
• PubChem SID: 24882579; 160997675
• PubChem CID: 1425240

CALCULATED PROPERTIES

• Acid pKa: 3.9778595
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.3358326
• LogD (pH = 7.4): -2.976706
• Log P: 0.19493544
• Molar Refractivity: 29.9059 cm^3
• Polarizability: 10.595942 Å^3
• Polar Surface Area: 63.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Acetonitrile; DMSO; Methanol; Water
• Apperance: Beige Crystals
• Melting Point: 144 - 146°C; 144-148 °C(lit.); 144-149°C; 144-149°C
• Hydrophobicity(logP): 0.316

Safety Information

• Storage Warning: IRRITANT; Irritant/Light Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C5H5NO3

DETAILS

Sigma Aldrich - 633771

Packaging
1, 10 g in glass bottle

Toronto Research Chemicals - M315000

An intermediate for synthesis of Leflunomide (L322750). Herbicidal activities towards Digitaria ciliaris.

REFERENCES

• Dong, J., et al.: Chem. Pharmaceut. Bull., 58, 1210 (2010)