ethyl 4-hydroxybenzene-1-sulfonate

• ChemBase ID: 168081
• Molecular Formular: C8H10O4S
• Molecular Mass: 202.2276
• Monoisotopic Mass: 202.0299798
• SMILES: c1c(ccc(c1)S(=O)(=O)OCC)O
• Canonical SMILES: CCOS(=O)(=O)c1ccc(cc1)O
• InChI: InChI=1S/C8H10O4S/c1-2-12-13(10,11)8-5-3-7(9)4-6-8/h3-6,9H,2H2,1H3
• InChIKey: HFFODOYLXZKRHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-hydroxybenzene-1-sulfonate
• IUPAC Traditional name: ethyl 4-hydroxybenzenesulfonate
• Synonyms: Benzenesulfonic Acid Ethyl Ester; Ethyl Phenylsulfonate; NSC 3217; Ethyl Besylate; Ethyl Benzenesulfonate

Database IDs

• CAS Number: 515-46-8
• PubChem SID: 162262213
• PubChem CID: 573236

CALCULATED PROPERTIES

• Acid pKa: 7.9820404
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.5839375
• LogD (pH = 7.4): 1.4852089
• Log P: 1.5853559
• Molar Refractivity: 47.8923 cm^3
• Polarizability: 19.502977 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Clear Colourless Oil

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - E708000

A sulfonate ester as potential genotoxic impurity in drug substances. It may exert genotoxic effects in bacterial and mammalian cell systems.

REFERENCES

• Eder, E., et al.: Xenobiotica, 12, 831 (1982)
• Li, W., et al.: J. Chromatogr., 1046, 297 (1982)
• Glowienke, S., et al.: Mutat. Res., 581, 23 (1982)
• Colon, I., et al.: J. Pharm. Biomed. Anal., 39, 477 (1982)