Bisphenol AF
Product Information
Molecular Formula
C15H10F6O2
Molecular Weight
336.23
Description
Applications: Bisphenol AF-d4 is the isotope labelled analog of Bisphenol AF (2,2-Bis-(4-hydroxyphenyl)hexafluoropropane). 2,2-Bis-(4-hydroxyphenyl)hexafluoropropane (B447290) acts as an endocrine-disrupting chemical (EDC), activating estrogen through the estrogen receptor ERα. It is a full agonist for the estrogen receptor.
Synonyms
2,2-bis(4-hydroxy-phenyl)-1,1,1,3,3,3-hexafluoropropane; 3,3'-(hexafluoroisopropylidene)diphenol; 4,4'-(2,2,2-trifluoro-1-(trifluoromethyl)ethylidene)bis-pheno; 4,4'-(bis(trifluoromethyl)methylene)di-Phenol; 4,4'-(trifluoro-1-(trifluoromethyl)ethylidene)di-p
IUPAC Name
4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxyphenyl)propan-2-yl]phenol
SMILES
C1=CC(=CC=C1C(C2=CC=C(C=C2)O)(C(F)(F)F)C(F)(F)F)O
InChI
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
InChI Key
ZFVMWEVVKGLCIJ-UHFFFAOYSA-N
Boiling Point
344.1°C at 760 mmHg
Melting Point
159-164°C
Flash Point
>100°C
Purity
>98.0%(GC)
Density
1.447g/cm3
Solubility
Solubility in water: Negligible
Appearance
White to off-white powder
Storage
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
LogP
log Kow = 4.47 (est)
Vapor Pressure
5.4X10-7 mm Hg at 25 °C (est)
Henry's Law Constant
5.7X10-10 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits toxic vapors of fluorine
Dissociation Constants
pka = 9.2 at 25 °C (est)
Safety Information
Hazards
H315 H319 H335
Precautionary Statement
P261 P305+P351+P338
Computed Properties
XLogP3
4.5
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
2
Exact Mass
336.05849853 g/mol
Monoisotopic Mass
336.05849853 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
23
Formal Charge
0
Complexity
352
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| JP-2022043346-A | Thermal discoloration writing tool | 2022-01-14 |
| CN-114133701-A | Preparation and application of high-performance epoxy polymer material | 2022-01-06 |
| JP-2022040214-A | Resin composition | 2022-01-05 |
| CN-114181053-A | Preparation method of diphenol monomer with lateral group containing trifluoromethyl and polyarylether polymer thereof | 2021-12-29 |
| CN-114181652-A | Low-dielectric-loss insulating adhesive film and preparation method and application thereof | 2021-12-28 |
| JP-2022028036-A | Dry films, cured products, and electronic components | 2021-12-21 |
| JP-2022027992-A | Wiring board and its manufacturing method | 2021-12-20 |
| CN-114149648-A | Radiation-resistant fluororubber material for sealing nuclear power plant and preparation method thereof | 2021-12-18 |
| CN-113979844-A | Preparation method of hexafluoroacetone | 2021-12-08 |
| CN-114149576-A | Fluorine-containing polycarbonate diol and preparation method thereof | 2021-11-26 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 36534918 | 2023-02-17 | In vitro transcriptomic analyses reveal pathway perturbations, estrogenic activities, and potencies of data-poor BPA alternative chemicals | Toxicological sciences : an official journal of the Society of Toxicology |
| 36116629 | 2022-12-01 | Effects of bisphenol AF on growth, behavior, histology and gene expression in marine medaka (Oryzias melastigma) | Chemosphere |
| 36374910 | 2022-12-01 | Chemicals of environmental concern as inhibitors of human placental 3β-hydroxysteroid dehydrogenase 1 and aromatase: Screening and docking analysis | Chemico-biological interactions |
| 36195136 | 2022-11-15 | Bisphenol A analogues induce a feed-forward estrogenic response in zebrafish | Toxicology and applied pharmacology |
| 36152365 | 2022-11-01 | Predicting bioconcentration factor and estrogen receptor bioactivity of bisphenol a and its analogues in adult zebrafish by directed message passing neural networks | Environment international |
| 35690219 | 2022-10-01 | Long-term exposure to bisphenol A and its analogues alters the behavior of marine medaka (Oryzias melastigma) and causes hepatic injury | The Science of the total environment |
| 35605789 | 2022-07-15 | In utero bisphenol AF exposure causes fetal Leydig cell dysfunction and induces multinucleated gonocytes by generating oxidative stress and reducing the SIRT1/PGC1α signals | Toxicology and applied pharmacology |
| 35435491 | 2022-07-01 | Identification of environmental chemicals that activate p53 signaling after in vitro metabolic activation | Archives of toxicology |
| 35138540 | 2022-06-01 | Toxicity screening of bisphenol A replacement compounds: cytotoxicity and mRNA expression in LMH 3D spheroids | Environmental science and pollution research international |
| 34850234 | 2022-05-26 | Effects of Bisphenols A, AF, and S on Endochondral Ossification and the Transcriptome of Murine Limb Buds | Toxicological sciences : an official journal of the Society of Toxicology |
