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

• ChemBase ID: 174712
• 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]benzoic acid
• IUPAC Traditional name: 2-[(2-carboxyethoxy)carbonyl]benzoic acid
• Synonyms: 1,2-Benzenedicarboxylic Acid 1-(2-Carboxyethyl) Ester; 1,2-Benzenedicarboxylic Acid Mono(2-carboxyethyl) Ester; MCEP; Mono(2-carboxyethyl) Phthalate

Database IDs

• CAS Number: 92569-47-6
• PubChem SID: 164230622
• PubChem CID: 71750784

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: 21.449734 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M525570

A 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)