2-(methoxycarbonyl)(2H4)benzoic acid

• ChemBase ID: 174443
• Molecular Formular: C9H8O4
• Molecular Mass: 180.15742
• Monoisotopic Mass: 180.04225874
• SMILES: c1ccc(c(c1)C(=O)OC)C(=O)O
• Canonical SMILES: COC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C9H8O4/c1-13-9(12)7-5-3-2-4-6(7)8(10)11/h2-5H,1H3,(H,10,11)
• InChIKey: FNJSWIPFHMKRAT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(methoxycarbonyl)(^2H₄)benzoic acid
• IUPAC Traditional name: 2-(methoxycarbonyl)(^2H₄)benzoic acid
• Synonyms: 1,2-(Benzene-d4)dicarboxylic Acid 1-Methyl Ester; Phthalic Acid-d4 Methyl Ester; Phthalic Acid-d4 Monomethyl Ester; 2-(1-Methoxycarbonyl)benzoic Acid-d4; Methyl 2-Carboxybenzoate-d4; Methyl Hydrogen Phthalate-d4; Methyl Phthalate-d4; MMP-d4; NSC 8281-d4; Monomethyl Phthalate-d4

Database IDs

• CAS Number: 1276197-40-0
• PubChem SID: 164230353
• PubChem CID: 71750650

CALCULATED PROPERTIES

• Acid pKa: 3.0856395
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.74962264
• LogD (pH = 7.4): -1.8291929
• Log P: 1.6343057
• Molar Refractivity: 45.3395 cm^3
• Polarizability: 17.16371 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 76-78°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M566542

The labelled analogue of a phthalate Ester metabolite, linked to precocious puberty.

REFERENCES

• Engel, S., et al.: NeuroToxicol., 30, 522 (2009)
• Blair, J., et al.: Environ., Sci., Technol., 43, 6262 (2009)
• Xu, Z., et al.: Environ. Sci. Technol., 44, 3130 (2009)
• Clewell, R., et al.: Toxicol. in Vitro, 24, 327 (2009)