2-chloro-3-(4-{[4-(2-chloro-3-hydroxypropoxy)phenyl]methyl}phenoxy)propan-1-ol

• ChemBase ID: 162395
• Molecular Formular: C19H22Cl2O4
• Molecular Mass: 385.28158
• Monoisotopic Mass: 384.08951454
• SMILES: c1c(ccc(c1)Cc1ccc(cc1)OCC(CO)Cl)OCC(CO)Cl
• Canonical SMILES: OCC(COc1ccc(cc1)Cc1ccc(cc1)OCC(CO)Cl)Cl
• InChI: InChI=1S/C19H22Cl2O4/c20-16(10-22)12-24-18-5-1-14(2-6-18)9-15-3-7-19(8-4-15)25-13-17(21)11-23/h1-8,16-17,22-23H,9-13H2
• InChIKey: VAFXFEBPCUMOIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-3-(4-{[4-(2-chloro-3-hydroxypropoxy)phenyl]methyl}phenoxy)propan-1-ol
• IUPAC Traditional name: 2-chloro-3-(4-{[4-(2-chloro-3-hydroxypropoxy)phenyl]methyl}phenoxy)propan-1-ol
• Synonyms: 3,3'-[Methylenebis(4,1-phenyleneoxy)]bis[2-chloro-1-propanol]; BFDGE.2HCl; Bisphenol F Bis(2-chloro-1-propanol) Ether

Database IDs

• CAS Number: 374772-79-9
• PubChem SID: 162256530
• PubChem CID: 69984007

CALCULATED PROPERTIES

• Acid pKa: 14.09144
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.8180072
• LogD (pH = 7.4): 3.818007
• Log P: 3.8180072
• Molar Refractivity: 99.3332 cm^3
• Polarizability: 39.00443 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B519545

Bisphenol F Bis(2-chloro-1-propanol)ether is a derivative of Bisphenol F Diglycidyl Ether (BFDGE). Bisphenol F Bis(2-chloro-1-propanol)ether is used as a standard for determining toxic monomers released from polymers of the inner coating of cans.

REFERENCES

• Philo, M., et al.: Food Addit. Contam., 14, 75 (1997)
• Biles, J., et al.: J. Agric. Food Chem., 1999, 47, 1965 (1997)
• Hammarling, L., et al.: Food Addit. Contam., 17, 937 (1997)