3-(4-{[4-(2,3-dihydroxypropoxy)phenyl]methyl}phenoxy)propane-1,2-diol

• ChemBase ID: 156332
• Molecular Formular: C19H24O6
• Molecular Mass: 348.39026
• Monoisotopic Mass: 348.15728849
• SMILES: c1cc(ccc1Cc1ccc(cc1)OCC(CO)O)OCC(CO)O
• Canonical SMILES: OCC(COc1ccc(cc1)Cc1ccc(cc1)OCC(CO)O)O
• InChI: InChI=1S/C19H24O6/c20-10-16(22)12-24-18-5-1-14(2-6-18)9-15-3-7-19(8-4-15)25-13-17(23)11-21/h1-8,16-17,20-23H,9-13H2
• InChIKey: VGJRHUPDMVWBFM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-{[4-(2,3-dihydroxypropoxy)phenyl]methyl}phenoxy)propane-1,2-diol
• IUPAC Traditional name: 3-(4-{[4-(2,3-dihydroxypropoxy)phenyl]methyl}phenoxy)propane-1,2-diol
• Synonyms: Bis[4-(2,3-dihydroxypropoxy)phenyl]methane; Bisphenol F bis(2,3-dihydroxypropyl) ether; 3,3'-[Methylenebis(4,1-phenyleneoxy)]bis-1,2-propanediol; BFDGE.2H2O; Bisphenol F Bis(2,3-dihydroxypropyl) Ether; 二[4-(2,3-二羟基丙氧基)苯基]甲烷; 双酚 F 二(2,3-二羟基丙基)醚

Database IDs

• CAS Number: 72406-26-9
• MDL Number: MFCD01862950
• PubChem SID: 24849131; 162250470
• PubChem CID: 3928015

CALCULATED PROPERTIES

• Acid pKa: 13.323277
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.1088234
• LogD (pH = 7.4): 1.108823
• Log P: 1.1088234
• Molar Refractivity: 93.2312 cm^3
• Polarizability: 36.58496 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95.0% (total assay of the 3 isomers, HPLC)
• Grade: analytical standard, for food analysis
• Empirical Formula (Hill Notation): C19H24O6

DETAILS

Sigma Aldrich - 15142

Other Notes
Standard for determining toxic monomers released from polymers of the inner coating of cans1,2,3

Toronto Research Chemicals - B519550

Bisphenol F Bis(2,3-dihydroxypropyl)ether is a derivative of Bisphenol F Diglycidyl Ether (B438750). Bisphenol F Bis(2,3-dihydroxypropyl)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)