2-(benzylsulfanyl)-4-chlorobenzoic acid

• ChemBase ID: 161964
• Molecular Formular: C14H11ClO2S
• Molecular Mass: 278.75394
• Monoisotopic Mass: 278.01682827
• SMILES: c1cc(cc(c1C(=O)O)SCc1ccccc1)Cl
• Canonical SMILES: Clc1ccc(c(c1)SCc1ccccc1)C(=O)O
• InChI: InChI=1S/C14H11ClO2S/c15-11-6-7-12(14(16)17)13(8-11)18-9-10-4-2-1-3-5-10/h1-8H,9H2,(H,16,17)
• InChIKey: ZLLBKTJBNKYXRY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(benzylsulfanyl)-4-chlorobenzoic acid
• IUPAC Traditional name: 2-(benzylsulfanyl)-4-chlorobenzoic acid
• Synonyms: 4-Chloro-2-[(phenylmethyl)thio]benzoic Acid; 2-(Benzylthio)-4-chlorobenzoic Acid

Database IDs

• CAS Number: 40183-35-5
• PubChem SID: 162256099
• PubChem CID: 10492907

CALCULATED PROPERTIES

• Acid pKa: 3.4038446
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.3998885
• LogD (pH = 7.4): 1.0818449
• Log P: 4.4837856
• Molar Refractivity: 75.5397 cm^3
• Polarizability: 29.008564 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Light Brown Solid
• Melting Point: 185-186°C

REFERENCES

• Hrib, N., et al.: J. Med. Chem., 39, 4044 (1996)