benzene-1,2-dicarboxylic acid

• ChemBase ID: 138112
• Molecular Formular: C8H6O4
• Molecular Mass: 168.11614968
• Monoisotopic Mass: 168.03331835
• SMILES: c1ccc(c(c1)[13C](=O)O)[13C](=O)O
• Canonical SMILES: O[13C](=O)c1ccccc1[13C](=O)O
• InChI: InChI=1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12)/i7+1,8+1
• InChIKey: XNGIFLGASWRNHJ-BFGUONQLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzene-1,2-dicarboxylic acid
• IUPAC Traditional name: phthalic acid
• Synonyms: 1,2-(Benzene-d4)dicarboxylic Acid; M 2-13C2; NSC 5348-13C2; Sunftal 20-13C2; o-(Benzene-13C2dicarboxylic Acid; o-Carboxybenzoic Acid-13C2; o-Dicarboxybenzene-13C2; Phthalic Acid-13C2; Phthalic acid-carboxy-13C2; Phthalic acid-2,2-13C2; 酞酸-羧基-13C2; 邻苯二甲酸-2,2-13C2

Database IDs

• CAS Number: 70838-83-4
• MDL Number: MFCD00084049
• PubChem SID: 24872571; 162232370
• PubChem CID: 16213470

CALCULATED PROPERTIES

• Acid pKa: 2.9412112
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.533879
• LogD (pH = 7.4): -4.100739
• Log P: 1.2884116
• Molar Refractivity: 40.5704 cm^3
• Polarizability: 15.08417 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide
• Apperance: Light Yellow Solid
• Melting Point: 210-211 °C(lit.)
• Mass Shift: M+2

Safety Information

• 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

• Isotopic Purity: 99 atom % 13C
• Mol. Weight: mol wt 168.10 by atom % calculation
• Linear Formula: C6H4-1,2-(13CO2H)2

DETAILS

Sigma Aldrich - 490520

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - P384481

Labelled Phthalic Acid (P384480). Organic reagent used to synthesize phthalates.

REFERENCES

• Duchowicz, P.R., et al.: Bioorg. Med. Chem., 16, 7944 (2008)
• di Luccio, E., et al.: Biochem., 47, 4039 (2008)
• Lopez, Z., et al.: App. Microbiol. Biotechnol., 78, 739 (2008)
• Hong, Y., et al.: Toxicol. Lett., 184, 139 (2008)