Jump to content
 







Main menu
    


Navigation  


●Main page
 ●Contents
 ●Current events
 ●Random article
 ●About Wikipedia
 ●Contact us
 ●Donate
  



Contribute  


●Help
 ●Learn to edit
 ●Community portal
 ●Recent changes
 ●Upload file
  







Search  

































●Create account

●Log in
 









●Create account
 ● Log in
  



Pages for logged out editors learn more  


●Contributions
 ●Talk
  


















Contents

   



(Top)
  


1 Biological and Chemical Action  




2 Applications  




3 See also  




4 References  













Bisphenol AF






●Deutsch
 ●Euskara
 ●Italiano
 ●Nederlands
 ●Português
 ●Српски / srpski
 ●Srpskohrvatski / српскохрватски
 ●中文
  
Edit links
  








●Article
 ●Talk
  
















●Read
 ●Edit
 ●View history
  







Tools
    


Actions  


●Read
 ●Edit
 ●View history
  



General  


●What links here
 ●Related changes
 ●Upload file
 ●Special pages
 ●Permanent link
 ●Page information
 ●Cite this page
 ●Get shortened URL
 ●Download QR code
 ●Wikidata item
  



Print/export  


●Download as PDF
 ●Printable version
  















Appearance
    

 





From Wikipedia, the free encyclopedia
  

Bisphenol AF
Names
Preferred IUPAC name

4,4′-(1,1,1,3,3,3-Hexafluoropropane-2,2-diyl)diphenol

Other names

Biphenol AF; Hexafluorobisphenol A; Hexafluorodiphenylolpropane; Bisphenol A hexafluoride; 4,4'-(Hexafluoroisopropylidene)diphenol; Hexafluoroacetone bisphenol A; 2,2-Bis(4-hydroxyphenyl)hexafluoropropane

Identifiers

CAS Number

3D model (JSmol)
Abbreviations BPAF
ChemSpider
ECHA InfoCard 100.014.579 Edit this at Wikidata

PubChem CID
UNII

CompTox Dashboard (EPA)

  • InChI=1S/C15H10F6O2/c16-14(17,18)13(15(19,20)21,9-1-5-11(22)6-2-9)10-3-7-12(23)8-4-10/h1-8,22-23H checkY

    Key: ZFVMWEVVKGLCIJ-UHFFFAOYSA-N checkY

  • InChI=1/C15H10F6O2/c16-14(17,18)13(15(19,20)21,9-1-5-11(22)6-2-9)10-3-7-12(23)8-4-10/h1-8,22-23H

    Key: ZFVMWEVVKGLCIJ-UHFFFAOYAS

  • C1=CC(=CC=C1C(C2=CC=C(C=C2)O)(C(F)(F)F)C(F)(F)F)O

Properties

Chemical formula

 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).

checkY verify (what is checkY☒N ?)

Infobox references

Bisphenol AF (BPAF) is a fluorinated organic compound that is an analogue of bisphenol A in which the two methyl groups are replaced with trifluoromethyl groups. It exists as a white to light-gray powder.

Biological and Chemical Action[edit]

Further information: endocrine disruptor

Bisphenol AF is an endocrine disrupting chemical.[2] 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.[3]

The chemical shifts in 1H, 13C and 19FNMR spectroscopy are given in the literature.[4]

Applications[edit]

Bisphenol AF is used as a crosslinking agent for certain fluoroelastomers and as a monomer for polyimides, polyamides, polyesters, polycarbonate copolymers and other specialty polymers. Polymers containing Bisphenol AF are useful in specialties such as high-temperature composites and electronic materials. Industries include cosmetics, chemical manufacturing, production of metals and rubber. It can also be a plastic additive.[5]

See also[edit]

References[edit]

  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.
  • ^ Escrivá, Laura; Hanberg, Annika; Zilliacus, Johanna; Beronius, Anna (September 2019). "Assessment of the endocrine disrupting properties of Bisphenol AF according to the EU criteria and ECHA/EFSA guidance". EFSA Journal. 17 (EU‐FORA: Series 2): e170914. doi:10.2903/j.efsa.2019.e170914. PMC 7015508. PMID 32626472.
  • ^ "Janet Raloff: Another plastics ingredient raises safety concerns, Science News, June 5th, 2010; Vol.177 #12 (p. 14)". Archived from the original on 2012-09-27. Retrieved 2010-06-11.
  • ^ 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.
  • ^ "Bisphenol AF". PubChem. National Library of Medicine. Retrieved 20 January 2021.

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Bisphenol_AF&oldid=1180016486"
    Categories: 
    ●2,2-Bis(4-hydroxyphenyl)propanes
     ●Endocrine disruptors
     ●Trifluoromethyl compounds
     ●Plasticizers
     Hidden categories: 
    ●Articles without EBI source
     ●Articles without KEGG source
     ●ECHA InfoCard ID from Wikidata
     ●Articles containing unverified chemical infoboxes
     ●Chembox image size set
     ●Articles with short description
     ●Short description matches Wikidata
      


    ●This page was last edited on 13 October 2023, at 23:28 (UTC).
    ●Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.


    ●Privacy policy
    ●About Wikipedia
    ●Disclaimers
    ●Contact Wikipedia
    ●Code of Conduct
    ●Developers
    ●Statistics
    ●Cookie statement
    ●Mobile view


    Wikimedia Foundation
    Powered by MediaWiki