2-(3,4-dichlorobenzoyl)benzoic acid

• ChemBase ID: 167034
• Molecular Formular: C14H8Cl2O3
• Molecular Mass: 295.11752
• Monoisotopic Mass: 293.98504948
• SMILES: c1(ccccc1C(=O)c1ccc(c(c1)Cl)Cl)C(=O)O
• Canonical SMILES: O=C(c1ccccc1C(=O)O)c1ccc(c(c1)Cl)Cl
• InChI: InChI=1S/C14H8Cl2O3/c15-11-6-5-8(7-12(11)16)13(17)9-3-1-2-4-10(9)14(18)19/h1-7H,(H,18,19)
• InChIKey: ASSUNYJRBMKLBJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dichlorobenzoyl)benzoic acid
• IUPAC Traditional name: 2-(3,4-dichlorobenzoyl)benzoic acid
• Synonyms: o-(3,4-Dichlorobenzoyl)benzoic Acid; 2-(3,4-Dichlorobenzoyl)benzoic Acid; 2-[(3,4-dichlorophenyl)carbonyl]benzoic acid

Database IDs

• CAS Number: 52187-03-8
• MDL Number: MFCD00156968
• PubChem SID: 162261167
• PubChem CID: 793356

CALCULATED PROPERTIES

• Acid pKa: 3.4586825
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.2669115
• LogD (pH = 7.4): 0.9109528
• Log P: 4.298271
• Molar Refractivity: 73.4993 cm^3
• Polarizability: 28.131296 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Light Brown Solid
• Melting Point: 187 - 189°C
• Hydrophobicity(logP): 3.73

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - D432200

Used for the synthesis of some new phthalides derivatives which show variable antibacterial activity against Staphylococcus aureus and Escherichia coli.

REFERENCES

• Mertens, A., et al.: J. Med. Chem., 36, 2526 (1993)
• Kumari, V., et al.: Acta Ciencia Indica, 31, 283 (2005).