methyl 3-hydroxy-1,2-oxazole-5-carboxylate

• ChemBase ID: 34426
• Molecular Formular: C5H5NO4
• Molecular Mass: 143.0975
• Monoisotopic Mass: 143.02185765
• SMILES: c1(cc(no1)O)C(=O)OC
• Canonical SMILES: COC(=O)c1cc(no1)O
• InChI: InChI=1S/C5H5NO4/c1-9-5(8)3-2-4(7)6-10-3/h2H,1H3,(H,6,7)
• InChIKey: BBFWUUBQSXVHHZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-hydroxy-1,2-oxazole-5-carboxylate
• IUPAC Traditional name: methyl 3-hydroxy-1,2-oxazole-5-carboxylate
• Synonyms: Methyl 3-hydroxy-5-isoxazolecarboxylate; Methyl 3-hydroxyisoxazole-5-carboxylate; methyl 3-hydroxy-5-isoxazolecarboxylate; 3-Hydroxyisoxazole-5-carboxylic Acid Methyl Ester; 3-Hydroxyisoxazole-5-carboxylic acid methyl ester; 3-羟基异噁唑-5-甲酸甲酯

Database IDs

• CAS Number: 10068-07-2
• MDL Number: MFCD00062870
• PubChem SID: 24860557; 160997733
• PubChem CID: 2724585

CALCULATED PROPERTIES

• Acid pKa: 5.7606483
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.36505193
• LogD (pH = 7.4): -0.9136268
• Log P: 0.5521615
• Molar Refractivity: 31.6972 cm^3
• Polarizability: 11.59938 Å^3
• Polar Surface Area: 72.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; Ether; Ethyl Acetate; Methanol
• Apperance: Light Yellow Powder
• Melting Point: 160-163 °C(lit.); 160-165°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 96%; 97%; 98%
• Empirical Formula (Hill Notation): C5H5NO4

DETAILS

Sigma Aldrich - 338605

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - M312700

An interesting intermediate.

REFERENCES

• Frey, M. & Jager, V.: Synthesis,12, 1100-1104 (1985)