2-methyl-1,3-oxazole-4-carboxylic acid

• ChemBase ID: 30509
• Molecular Formular: C5H5NO3
• Molecular Mass: 127.0981
• Monoisotopic Mass: 127.02694303
• SMILES: c1(nc(oc1)C)C(=O)O
• Canonical SMILES: Cc1nc(co1)C(=O)O
• InChI: InChI=1S/C5H5NO3/c1-3-6-4(2-9-3)5(7)8/h2H,1H3,(H,7,8)
• InChIKey: IARMCEYEYXXEOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-1,3-oxazole-4-carboxylic acid
• IUPAC Traditional name: 2-methyl-1,3-oxazole-4-carboxylic acid
• Synonyms: 2-methyloxazole-4-carboxylic acid; 2-Methyl-1,3-oxazole-4-carboxylic acid; 2-Methyloxazole-4-carboxylic acid; 4-Carboxy-2-methyl-1,3-oxazole; 2-Methyl-1,3-oxazole-4-carboxylic acid; 2-Methyl-oxazole-4-carboxylic acid; 2-甲基噁唑-4-羧酸

Database IDs

• CAS Number: 23062-17-1; 23012-17-1
• MDL Number: MFCD00234078
• PubChem SID: 160993816
• PubChem CID: 539404

CALCULATED PROPERTIES

• Acid pKa: 3.9352484
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.4901124
• LogD (pH = 7.4): -3.1133935
• Log P: 0.08163516
• Molar Refractivity: 28.0923 cm^3
• Polarizability: 10.595478 Å^3
• Polar Surface Area: 63.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 182-187 °C; 182-189°C

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• German water hazard class: 1
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

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

DETAILS

Sigma Aldrich - 705969

Packaging
1 g in glass bottle
Application
Reactant for:
• Solid-phase preparation of (heteroaryl)carbonyl-substituted dipeptides as human protease activated receptor 2 affectors1
• Pd-catalyzed decarboxylative C-H cross-coupling2
• Stereoselective preparation of 3-amino-N-(phenylsulfonyl)alanines as inhibitors of ανβ3 integrin3