2,3,5,6-tetrachloro-4-(methoxycarbonyl)benzoic acid

• ChemBase ID: 165348
• Molecular Formular: C9H4Cl4O4
• Molecular Mass: 317.93766
• Monoisotopic Mass: 315.88636933
• SMILES: c1(c(c(c(c(c1Cl)C(=O)OC)Cl)Cl)C(=O)O)Cl
• Canonical SMILES: COC(=O)c1c(Cl)c(Cl)c(c(c1Cl)Cl)C(=O)O
• InChI: InChI=1S/C9H4Cl4O4/c1-17-9(16)3-6(12)4(10)2(8(14)15)5(11)7(3)13/h1H3,(H,14,15)
• InChIKey: SXINVWXSZUQKSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,5,6-tetrachloro-4-(methoxycarbonyl)benzoic acid
• IUPAC Traditional name: 2,3,5,6-tetrachloro-4-(methoxycarbonyl)benzoic acid
• Synonyms: 2,3,5,6-Tetrachloro-1,4-benzenedicarboxylic Acid 4-Methyl Ester; Tetrachloroterephthalic Acid Monomethyl Ester; Chlorthal Monomethyl; Methyl 2,3,5,6-Tetrachloroterephthalate; Monomethyl 2,3,5,6-Tetrachloroterephthalate; Monomethyl Tetrachloroterephthalate; Tetrachloroterephthalic Acid Dimethyl Ester; Tetral; Dacthal Monoacid

Database IDs

• CAS Number: 887-54-7
• PubChem SID: 162259481
• PubChem CID: 13455

CALCULATED PROPERTIES

• Acid pKa: 1.3400543
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.61235994
• LogD (pH = 7.4): 0.5222948
• Log P: 4.050484
• Molar Refractivity: 64.5587 cm^3
• Polarizability: 25.170094 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D101650

The monoacidic metabolite of Dacthal, a pre-emergent herbicide.

REFERENCES

• Wigington, P., et al.: Water-Res. Bull., 19, 709 (1983, Lopes, T., et al.: Environ. Poll., 101, 221 (1998)