3-[(4-methylbenzenesulfonyl)oxy]propane-1,2-diol

• ChemBase ID: 178774
• Molecular Formular: C10H14O5S
• Molecular Mass: 246.28016
• Monoisotopic Mass: 246.05619455
• SMILES: c1c(ccc(c1)C)S(=O)(=O)OCC(CO)O
• Canonical SMILES: OCC(COS(=O)(=O)c1ccc(cc1)C)O
• InChI: InChI=1S/C10H14O5S/c1-8-2-4-10(5-3-8)16(13,14)15-7-9(12)6-11/h2-5,9,11-12H,6-7H2,1H3
• InChIKey: DFQNMODTAFTGHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-methylbenzenesulfonyl)oxy]propane-1,2-diol
• IUPAC Traditional name: 3-[(4-methylbenzenesulfonyl)oxy]propane-1,2-diol
• Synonyms: 1-Tosyloxy-2,3-propanediol; 2,3-Dihydroxypropyl Tosylate; p-Toluenesulfonic Acid Glyceryl Ester; 1-p-Toluenesulfonate Glycerol; 1,2,3-Propanetriol 1-(4-Methylbenzenesulfonate); (R,S)-1-Tosyl Glycerol

Database IDs

• CAS Number: 73073-07-1
• PubChem SID: 164234684
• PubChem CID: 5235626

CALCULATED PROPERTIES

• Acid pKa: 13.580837
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.7250977
• LogD (pH = 7.4): 0.7250974
• Log P: 0.7250977
• Molar Refractivity: 58.4588 cm^3
• Polarizability: 23.770042 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Off-White-Pinkish Crystalline Solid
• Melting Point: 54-59°C

REFERENCES

• Nagashima, N., et al.: Chem. Pharm. Bull., 39, 1972 (1991)
• Charpentier, B., et al.: J. Med. Chem., 38, 4993 (1991)