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

• ChemBase ID: 126173
• Molecular Formular: C21H28O6
• Molecular Mass: 376.44342
• Monoisotopic Mass: 376.18858862
• SMILES: OCC(O)COc1ccc(cc1)C(C)(C)c1ccc(OCC(O)CO)cc1
• Canonical SMILES: OCC(COc1ccc(cc1)C(c1ccc(cc1)OCC(CO)O)(C)C)O
• InChI: InChI=1S/C21H28O6/c1-21(2,15-3-7-19(8-4-15)26-13-17(24)11-22)16-5-9-20(10-6-16)27-14-18(25)12-23/h3-10,17-18,22-25H,11-14H2,1-2H3
• InChIKey: NISVZEWKUNUGQQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-{2-[4-(2,3-dihydroxypropoxy)phenyl]propan-2-yl}phenoxy)propane-1,2-diol
• IUPAC Traditional name: bis-hppp
• Synonyms: 3,3'-[(1-Methylethylidene)bis(4,1-phenyleneoxy)]bis-1,2-propanediol; 3,3'-[Isopropylidenebis(p-phenyleneoxy)]di-1,2-propanediol; BADGE.2H2O; BADGETOL; Bisphenol A Bis(2,3-dihydroxypropyl) Ether; 2,2-Bis[4-(2,3-dihydroxypropoxy)phenyl]propane; Bisphenol A bis(2,3-dihydroxypropyl) ether; Bis-HPPP; 2,2-二[4-(2,3-二羟基丙氧基)苯基]丙烷; 双酚 A 二(2,3-二羟基丙基)醚

Database IDs

• CAS Number: 5581-32-8; 116-37-0
• EC Number: 226-975-4
• MDL Number: MFCD01862948
• Beilstein Number: 2302019
• PubChem SID: 162220514; 24849122
• PubChem CID: 110678
• Wikipedia Title: Bis-HPPP

CALCULATED PROPERTIES

• Acid pKa: 13.323277
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.6958896
• LogD (pH = 7.4): 1.6958891
• Log P: 1.6958896
• Molar Refractivity: 112.7493 cm^3
• Polarizability: 40.255875 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 91-97 °C

Safety Information

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

Product Information

• Purity: ≥97.0% (HPLC)
• Grade: analytical standard, for food analysis
• Empirical Formula (Hill Notation): C21H28O6

DETAILS

Sigma Aldrich - 15137

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

Toronto Research Chemicals - B519525

Bisphenol A Bis(2,3-dihydroxypropyl) ether is used as a standard for determining toxic monomers released from polymers of the inner coating of cans.

REFERENCES

• Jenke, D., et al.: Pharm. Res., 8, 782 (1991)
• Jenke, D., et al.: Eur. J. Pharm. Sci., 27, 133 (1991)
• Soeborg, T., et al.: Toxicology, 236, 140 (1991)