5-oxooxolane-2,3-dicarboxylic acid

• ChemBase ID: 102149
• Molecular Formular: C6H6O6
• Molecular Mass: 174.10824
• Monoisotopic Mass: 174.01643791
• SMILES: OC(=O)C1CC(=O)OC1C(=O)O
• Canonical SMILES: O=C1CC(C(O1)C(=O)O)C(=O)O
• InChI: InChI=1S/C6H6O6/c7-3-1-2(5(8)9)4(12-3)6(10)11/h2,4H,1H2,(H,8,9)(H,10,11)
• InChIKey: UKZDIMBDWHZXOK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-oxooxolane-2,3-dicarboxylic acid
• IUPAC Traditional name: 5-oxooxolane-2,3-dicarboxylic acid
• Synonyms: Isocitric acid lactone; DL-2-Oxotetrahydrofuran-4,5-dicarboxylic acid; DL-ISOCITRIC ACID LACTONE; DL-2-氧四氢呋喃-4,5-二羧酸; 异柠檬酸内酯

Database IDs

• CAS Number: 4702-32-3
• EC Number: 225-178-9
• MDL Number: MFCD00005397
• Beilstein Number: 174242
• PubChem SID: 24895937; 162088432
• PubChem CID: 98259

CALCULATED PROPERTIES

• Acid pKa: 3.4518936
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.534367
• LogD (pH = 7.4): -6.6676702
• Log P: -0.78185713
• Molar Refractivity: 32.2239 cm^3
• Polarizability: 13.283331 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 162-165 °C(lit.)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: ~97%; 97%
• Empirical Formula (Hill Notation): C6H6O6

DETAILS

MP Biomedicals - 02100358

Crystalline
Purity: ~97%

MP Biomedicals - 05206825

MP Biomedicals Rare Chemical collection

Sigma Aldrich - I16005

Packaging
1 g in glass bottle