4-chloro-3-(chlorosulfonyl)benzoic acid

• ChemBase ID: 164123
• Molecular Formular: C7H4Cl2O4S
• Molecular Mass: 255.07526
• Monoisotopic Mass: 253.92073497
• SMILES: c1c(c(cc(c1)C(=O)O)S(=O)(=O)Cl)Cl
• Canonical SMILES: OC(=O)c1ccc(c(c1)S(=O)(=O)Cl)Cl
• InChI: InChI=1S/C7H4Cl2O4S/c8-5-2-1-4(7(10)11)3-6(5)14(9,12)13/h1-3H,(H,10,11)
• InChIKey: LYBQQYNSZYSUMT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-3-(chlorosulfonyl)benzoic acid
• IUPAC Traditional name: 4-chloro-3-(chlorosulfonyl)benzoic acid
• Synonyms: 3-(Chlorosulfonyl)-4-chlorobenzoic Acid; 3-Carboxy-6-chlorobenzenesulfonyl Chloride; 4-Chloro-3-(chlorosulfonyl)benzoic Acid; 4-CHLORO-3-CHLOROSULFONYLBENZOIC ACID; 4-Chloro-3-chlorosulfonyl-benzoic acid

Database IDs

• CAS Number: 2494-79-3
• MDL Number: MFCD00625723
• PubChem SID: 162258258
• PubChem CID: 75613

CALCULATED PROPERTIES

• Acid pKa: 3.7852468
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.4647305
• LogD (pH = 7.4): -1.0879192
• Log P: 2.1811764
• Molar Refractivity: 52.3132 cm^3
• Polarizability: 20.887114 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate
• Apperance: Pale Beige Solid
• Melting Point: 161 - 163°C; 170-172°C
• Hydrophobicity(logP): 0.724

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95%; 98%

DETAILS

Toronto Research Chemicals - C364950

An intermediate of Indapamide (I500100), as bactericide, disinfectant, and antiseptic.

REFERENCES

• Rival, Y., et al.: Eur. J. Med. Chem., 26, 13 (1983)
• Kumar, P., et al.: Arch. Pharma., 316, 759 (1983)