Bisphenol AF

Bisphenol AF (BPAF) is a fluorinated organic compound related to bisphenol A in which the two methyl groups are replaced with trifluoromethyl groups.

Bisphenol AF
Names
IUPAC name
4-[1,1,1,3,3,3-Hexafluoro-2-(4-hydroxyphenyl)propan-2-yl]phenol
Other names
Biphenol AF; Hexafluorobisphenol A; Hexafluorodiphenylolpropane; Bisphenol A hexafluoride; 4,4'-(Hexafluoroisopropylidene)diphenol; Hexafluoroacetone bisphenol A; 2,2-Bis(4-hydroxyphenyl)hexafluoropropane
Identifiers
3D model (JSmol)
Abbreviations BPAF
ChemSpider
ECHA InfoCard 100.014.579
UNII
Properties
C15H10F6O2
Molar mass 336.233 g·mol−1
Melting point 162 °C[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Whereas BPA binds with human estrogen-related receptor gamma (ERR-γ), BPAF all but ignores ERR-γ. Instead, BPAF activates ERR-α and binds to and disables ERR-β.[2]

Analytics

The chemical shifts in 1H, 13C and 19F NMR spectroscopy are given in the literature.[3]

See also

References
  1. Hayasaka, Tatsuya; Katsuhara, Yutaka; Kume, Takashi; Yamazaki, Takashi (2011). "HF-mediated equilibrium between fluorinated ketones and the corresponding α-fluoroalcohols". Tetrahedron. 67 (12): 2215–2219. doi:10.1016/j.tet.2011.01.087.
  2. Janet Raloff: Another plastics ingredient raises safety concerns, Science News, June 5th, 2010; Vol.177 #12 (p. 14)
  3. Hayasaka, Tatsuya; Katsuhara, Yutaka; Kume, Takashi; Yamazaki, Takashi (2011). "HF-mediated equilibrium between fluorinated ketones and the corresponding α-fluoroalcohols". Tetrahedron. 67 (12): 2215–2219. doi:10.1016/j.tet.2011.01.087.


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