4-[(3E)-4-(4-hydroxyphenyl)-2-methylpent-3-en-2-yl]phenol

• ChemBase ID: 179244
• Molecular Formular: C18H20O2
• Molecular Mass: 268.3502
• Monoisotopic Mass: 268.14632988
• SMILES: c1c(ccc(c1)C(/C=C(/c1ccc(cc1)O)\C)(C)C)O
• Canonical SMILES: Oc1ccc(cc1)/C(=C/C(c1ccc(cc1)O)(C)C)/C
• InChI: InChI=1S/C18H20O2/c1-13(14-4-8-16(19)9-5-14)12-18(2,3)15-6-10-17(20)11-7-15/h4-12,19-20H,1-3H3/b13-12+
• InChIKey: GGWYYLOIWHKAJM-OUKQBFOZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(3E)-4-(4-hydroxyphenyl)-2-methylpent-3-en-2-yl]phenol
• IUPAC Traditional name: 4-[(3E)-4-(4-hydroxyphenyl)-2-methylpent-3-en-2-yl]phenol
• Synonyms: 4,4'-(1,3,3-Trimethyl-1-propene-1,3-diyl)bisphenol

Database IDs

• CAS Number: 57244-54-9
• PubChem SID: 164235154
• PubChem CID: 6504586

CALCULATED PROPERTIES

• Acid pKa: 9.192444
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.954198
• LogD (pH = 7.4): 4.9473505
• Log P: 4.9542856
• Molar Refractivity: 83.3813 cm^3
• Polarizability: 32.047413 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - T796655

Bisphenol A (B519495) impurity with estrogenic activity.

REFERENCES

• Terasaki, M. et al.; Environ. Sci Tech. 39, 3703 (2005)
• Poskrobko, J. Chromatoogr. A 883, 291 (2000)