methyl 2-oxo-2H-pyran-3-carboxylate

• ChemBase ID: 78053
• Molecular Formular: C7H6O4
• Molecular Mass: 154.12014
• Monoisotopic Mass: 154.02660867
• SMILES: o1c(=O)c(ccc1)C(=O)OC
• Canonical SMILES: COC(=O)c1cccoc1=O
• InChI: InChI=1S/C7H6O4/c1-10-6(8)5-3-2-4-11-7(5)9/h2-4H,1H3
• InChIKey: GJVZWOMUTYNUCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-oxo-2H-pyran-3-carboxylate
• IUPAC Traditional name: methyl 2-oxopyran-3-carboxylate
• Synonyms: 3-Carbomethoxy-2-pyrone; 2-Oxo-2H-pyran-3-carboxylic acid methyl ester; Methyl 2-pyrone-3-carboxylate; Methyl 2-oxo-2H-pyran-3-carboxylate; Methyl 2-oxo-2H-pyran-3-carboxylate; 2-吡喃酮-5-羧酸甲酯; 2-氧代-2H-吡喃-3-甲酸甲酯

Database IDs

• CAS Number: 25991-27-9
• EC Number: 247-397-9
• MDL Number: MFCD00075443
• Beilstein Number: 1424749
• PubChem SID: 162042887; 24888096; 24862080
• PubChem CID: 117704

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.712493
• LogD (pH = 7.4): 0.712493
• Log P: 0.712493
• Molar Refractivity: 36.9389 cm^3
• Polarizability: 14.041528 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 73-77 °C; 74-77°C; 75-77 °C(lit.); 75-77°C
• Boiling Point: 146-148 °C/0.75 mmHg(lit.); 146-148°C/75mm; 146-148°C/0.75mm

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (GC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C7H6O4

DETAILS

Sigma Aldrich - 359475

Packaging
5 g in glass bottle

Sigma Aldrich - 83197

Other Notes
Intermediate for cycloaddition reactions1