Bisphenol AF

Base Information

• Chemical Name: Bisphenol AF
• CAS No.: 1478-61-1
• Deprecated CAS: 110444-90-1,1429425-28-4
• Molecular Formula: C15H10F6O2
• Molecular Weight: 336.234
• Hs Code.: 29081990
• European Community (EC) Number: 216-036-7
• NSC Number: 152522
• UNII: OH7IX8A37J
• DSSTox Substance ID: DTXSID7037717
• Nikkaji Number: J23.080D
• Wikipedia: Bisphenol_AF
• Wikidata: Q9658045
• Pharos Ligand ID: N9H9VGTPVNPU
• Metabolomics Workbench ID: 66096
• ChEMBL ID: CHEMBL1900054
• Mol file: 1478-61-1.mol

Synonyms:2,2-bis(4-hydroxyphenyl)hexafluoropropane;2,2-Bis(4-hydroxyphenyl)perfluoropropane;4,4'-(hexafluoroisopropylidene)diphenol;4,4'-hexafluorisopropylidene diphenol;bisphenol AF;BPAF compound;Phenol, 4,4'-(2,2,2-trifluoro-1-(trifluoromethyl)ethylidene)bis-

Chemical Property of Bisphenol AF

Chemical Property:

• Appearance/Colour: White to off-white powder
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 160-163 °C(lit.)
• Refractive Index: 1.473
• Boiling Point: 344.1 °C at 760 mmHg
• PKA: 8.74±0.10(Predicted)
• Flash Point: 161.9 °C
• PSA: 40.46000
• Density: 1.447 g/cm³
• LogP: 4.50850
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 336.05849853
• Heavy Atom Count: 23
• Complexity: 352

Purity/Quality:

99.5% ^*data from raw suppliers

2,2-Bis-(4-hydroxyphenyl)hexafluoropropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C2=CC=C(C=C2)O)(C(F)(F)F)C(F)(F)F)O
• Uses: fluororubber crosslinking agent Hexafluorobisphenol A acts as an endocrine-disrupting chemical (EDC), activating estrogen through the estrogen receptor ERα. It is a full agonist for the estrogen receptor. Hexafluorobisphenol A mainly is used for fluorine rubber vulcanization accelerator FF34 with fluorine rubber, vulcanized permanent deformation resistance, tensile strength is high; but also can be used as pharmaceutical intermediates.

Technology Process of Bisphenol AF

There total 5 articles about Bisphenol AF which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.5%

Hexafluoropropene oxide (428-59-1,25038-02-2) + phenol (108-95-2,27073-41-2) → 4,4'-(hexafluoroisopropylidene)diphenol (1478-61-1)

Guidance literature:

With TiClF₃; SbF₄Cl; hydrogen fluoride; for 12h; Reagent/catalyst; Autoclave;

Reference yield: 95.0%

Hexafluoroacetone (684-16-2) + phenol (108-95-2,27073-41-2) → 4,4'-(hexafluoroisopropylidene)diphenol (1478-61-1)

Guidance literature:

With hydrogen fluoride; In melt; at 10 - 100 ℃; for 2h; Temperature; Autoclave;

Reference yield: 92.8%

hexachlorobisphenol A (144820-54-2) → 4,4'-(hexafluoroisopropylidene)diphenol (1478-61-1)

Guidance literature:

With hydrogen fluoride; triethylamine; at 10 - 100 ℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere;

upstream raw materials:

Hexafluoroacetone

phenol

heptafluoropropan-2-ol

Hexafluoropropene oxide

Downstream raw materials:

Propynoic acid 4-[2,2,2-trifluoro-1-(4-propynoyloxy-phenyl)-1-trifluoromethyl-ethyl]-phenyl ester

2,2-bis(4-allyloxyphenyl)hexafluoropropane

2,2-bis[4-(4-maleimidobenzoyloxy)phenyl]hexafluoropropane

bisphenol AF bisoxalyl chloride adduct

Refernces

• 1、 Hayasaka, Tatsuya,Katsuhara, Yutaka,Kume, Takashi,Yamazaki, Takashi. "HF-mediated equilibrium between fluorinated ketones and the corresponding α-fluoroalcohols". . p. 2215 - 2219. Retrieved 2011.
• 2、 -. "A diaryl hexafluoropropane synthetic method of the compound". Paragraph 0013; 0019; 0027-0034. . Retrieved 2017/04/11.
• 3、 -. "2, 2-bis (4-hydroxyphenyl) propane hexafluoroisopropylether manufacturing method (by machine translation)". Paragraph 0021; 0042-0056. . Retrieved 2018/11/22.