4-oxobutanoic acid

• ChemBase ID: 129639
• Molecular Formular: C4H6O3
• Molecular Mass: 102.08864
• Monoisotopic Mass: 102.03169405
• SMILES: O=CCCC(=O)O
• Canonical SMILES: O=CCCC(=O)O
• InChI: InChI=1S/C4H6O3/c5-3-1-2-4(6)7/h3H,1-2H2,(H,6,7)
• InChIKey: UIUJIQZEACWQSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-oxobutanoic acid
• IUPAC Traditional name: succinic semialdehyde
• Synonyms: Succinic semialdehyde; 4-Oxobutanoic acid; Succinic semialdehyde monomer; 4-Oxobutyric acid; Succinaldehydic acid; Succinic semialdehyde solution; 4-氧丁酸; 琥珀半醛单体; 琥珀半醛 溶液

Database IDs

• CAS Number: 692-29-5
• MDL Number: MFCD00010579
• Beilstein Number: 1745187
• PubChem SID: 162223928; 24848476; 24899483
• PubChem CID: 1112
• CHEBI ID: 16265
• Chemspider ID: 1080
• KEGG ID: C00232
• MeSH Name: Succinic+semialdehyde
• Wikipedia Title: Succinic_semialdehyde

CALCULATED PROPERTIES

• Acid pKa: 4.1272583
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.9448541
• LogD (pH = 7.4): -3.6387057
• Log P: -0.5570992
• Molar Refractivity: 22.6116 cm^3
• Polarizability: 8.816896 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: soluble in water, ethanol, benzene, diethyl ether
• Apperance: oil
• Boiling Point: 135 °C at 14 mmHg

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: 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: -20°C; 2-8°C

Product Information

• Concentration: ~15% in H2O (T)
• Linear Formula: HCOCH2CH2COOH

DETAILS

Sigma Aldrich - 14075

Other Notes
Enzyme-catalyzed aldol reaction with DHAP1; Substrate for succinic semialdehyde dehydrogenase2
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 14075.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Packaging
1, 5 mL in glass bottle