2-[(2-carboxyethoxy)carbonyl](2H4)benzoic acid

• ChemBase ID: 174713
• Molecular Formular: C11H10O6
• Molecular Mass: 238.1935
• Monoisotopic Mass: 238.04773804
• SMILES: c1ccc(c(c1)C(=O)OCCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCOC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C11H10O6/c12-9(13)5-6-17-11(16)8-4-2-1-3-7(8)10(14)15/h1-4H,5-6H2,(H,12,13)(H,14,15)
• InChIKey: OSXPVFSMSBQPBU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-carboxyethoxy)carbonyl](^2H₄)benzoic acid
• IUPAC Traditional name: 2-[(2-carboxyethoxy)carbonyl](^2H₄)benzoic acid
• Synonyms: 1,2-(Benzene-d4)dicarboxylic Acid 1-(2-Carboxyethyl) Ester; 1,2-(Benzene-d4)dicarboxylic Acid Mono(2-carboxyethyl) Ester; MCEP-d4; Mono(2-carboxyethyl) Phthalate-d4

Database IDs

• PubChem SID: 164230623
• PubChem CID: 71750785

CALCULATED PROPERTIES

• Acid pKa: 2.8926327
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.8384738
• LogD (pH = 7.4): -5.3813295
• Log P: 1.3493017
• Molar Refractivity: 56.1235 cm^3
• Polarizability: 21.471403 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M525572

A labelled metabolite of Di-n-pentyl phthalate (DPP), used mainly as a plasticizer in nitrocellulose.

REFERENCES

• Schmid, P., et al.: Xenobiotica, 1985, 15, 251 (1985)
• Nativelle, C., et al.: Food Chem. Toxicol., 37, 905 (1985)
• Howdeshell, K., et al.: Toxicol. Sci., 105, 153 (1985)