2-oxobutanoic acid

• ChemBase ID: 4121
• Molecular Formular: C4H6O3
• Molecular Mass: 102.08864
• Monoisotopic Mass: 102.03169405
• SMILES: CCC(=O)C(=O)O
• Canonical SMILES: CCC(=O)C(=O)O
• InChI: InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)
• InChIKey: TYEYBOSBBBHJIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxobutanoic acid
• IUPAC Traditional name: 2-oxobutanoic acid
• Synonyms: Alpha-Ketobutyric acid; α-KETOBUTYRIC ACID SODIUM SALT; α-Ketobutyric acid; 2-Ketobutyric acid; 2-Oxobutyric acid; 2-Ketobutyric acid; 2-Oxobutanoic acid; 2-Ketobutyric acid; Propionylformic acid; α-KETOBUTYRIC ACID; 2-Oxobutanoic Acid; 2-Oxobutyric Acid; 2-Ketobutanoic Acid; 2-Oxo-n-butyric Acid; 3-Methylpyruvic Acid; NSC 60533; α-Oxo-n-butyric Acid; α-Oxobutanoic Acid; α-Oxobutyric Acid; α-keto-n-Butyric Acid; α-Ketobutyric Acid; α-氧代丁酸; 丙酰甲酸; 2-酮丁酸; 2-酮丁酸; 2-氧代丁酸

Database IDs

• CAS Number: 600-18-0
• EC Number: 209-986-9
• MDL Number: MFCD00004164
• Beilstein Number: 1700514
• PubChem SID: 46504977; 24896237; 160967553; 24886884; 24901860
• PubChem CID: 58
• CHEBI ID: 30831
• CHEMBL: 171246
• Chemspider ID: 57
• DrugBank ID: DB04553
• FEMA ID: 3723
• KEGG ID: C00109
• MeSH Name: Alpha-ketobutyric+acid
• Wikipedia Title: Alpha-Ketobutyric_acid
• Flavis Number: 8.066

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1869864
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.5231314
• LogD (pH = 7.4): -2.6813002
• Log P: 0.7664098
• Molar Refractivity: 22.6166 cm^3
• Polarizability: 8.816896 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.07
• LOG S: -0.11
• Solubility (Water): 7.92e+01 g/l

PROPERTIES

Physical Property

• Solubility: DMSO; H2O: soluble0.1 g/mL, clear; Methanol; Water
• Apperance: White Low melting Solid
• Melting Point: 30-33 °C; 30-34 °C(lit.)
• Boiling Point: 84 °C/20 mmHg(lit.)
• Flash Point: 179.6 °F; 82 °C
• Organoleptic: caramel; creamy

Safety Information

• Storage Condition: 0°C, Desiccate; Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R:36/37/38
• Safety Statements: 26-36/37/39; S:20-25-26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~99%; ≥97%; ≥97.0% (T); 95+%; 97%
• Grade: Kosher; NI; purum
• Linear Formula: CH3CH2COCOOH

DETAILS

MP Biomedicals - 02100124

Free Acid
Crystalline
Purity: ~99%

MP Biomedicals - 05220548

MP Biomedicals Rare Chemical collection

DrugBank - DB04553

Drug information: experimental

Sigma Aldrich - W372307

Packaging
1 kg in poly bottle
1 sample in glass bottle
100, 250 g in poly bottle

Sigma Aldrich - K401

Packaging
5, 10, 25 g in glass bottle

Toronto Research Chemicals - K175300

A substrate for the determination of lactate dehydrogenase isoenzymes.

REFERENCES

• Hegeman, G., et al.: J. Bacteriol., 91, 1155 (1966)
• Dobritzsch, D., et al.: J. Biol. Chem., 273, 20196 (1966)
• Chang, A., et al.: Biochem. J., 339, 255 (1966)