Bis(4-hydroxyphenyl) sulfone
Product Information
Molecular Formula
C12H10O4S
Molecular Weight
250.26?
Description
Bis(4-hydroxyphenyl) sulfone (CAS# 80-09-1) is commonly used as a reactant in epoxy reactions and is also used as a latent thermal catalyst for epoxy resin.
Synonyms
4-(4-hydroxyphenyl)sulfonylphenol
IUPAC Name
4-(4-hydroxyphenyl)sulfonylphenol
SMILES
C1=CC(=CC=C1O)S(=O)(=O)C2=CC=C(C=C2)O
InChI
InChI=1S/C12H10O4S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8,13-14H
InChI Key
VPWNQTHUCYMVMZ-UHFFFAOYSA-N
Boiling Point
505.3 °C at 760 mmHg
Melting Point
245-250 °C
Flash Point
259.4°C
Purity
95 %
Density
1.432 g/cm3
Solubility
Insoluble in water
Appearance
Light yellow crystalline powder
Application
Used as an intermediate, electroplating solvent, washfastening agent, in phenolic resins, and as a developer in thermal paper; Used to make paper, polymers, and fine chemicals.
Refractive Index
1.5220 (estimate)
Stability
Stable. Incompatible with strong bases, acid chloride, acid anhydrides, strong oxidizing agents.
LogP
3.01140
Vapor Pressure
4.7X10-10 mm Hg at 25 °C (est)
Henry's Law Constant
2.7X10-15 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits toxic fumes of sulfur oxides
Dissociation Constants
pKa = 8.2 at 25 °C (est)
Safety Information
Hazards
H319:
Causes serious eye irritation.
Causes serious eye irritation.
Precautionary Statement
P201, P202, P264, P280, P281, P305+P351+P338, P308+P313, P337+P313, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
1.9
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
250.02997997 g/mol
Monoisotopic Mass
250.02997997 g/mol
Topological Polar Surface Area
83Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
302
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 |
|---|---|---|
| EP-3786211-A1 | Curable composition and cured composition prepared therefrom | 2020-02-28 |
| US-10961208-B1 | Product of glycidyl ether of a mono or polyhydric phenol | 2019-12-24 |
| EP-3842466-A1 | Product of glycidyl ether of a mono or polyhydric phenol, epoxy resin composition, and process for producing product of glycidyl ether of a mono or polyhydric phenol | 2019-12-24 |
| WO-2021124661-A1 | Urethane resin aqueous dispersion, synthetic leather, and method for producing synthetic leather | 2019-12-20 |
| WO-2021127128-A1 | Two part curable compositions | 2019-12-20 |
| EP-3838891-A1 | Aldimines and uses thereof | 2019-12-19 |
| WO-2021122594-A1 | Aldimines and uses thereof | 2019-12-19 |
| WO-2021123405-A1 | Side-chain functionalized poly(aryl ether sulfones) copolymer comprising reactive end-groups | 2019-12-19 |
| WO-2021124681-A1 | Curable composition | 2019-12-19 |
| WO-2021124938-A1 | Curable composition | 2019-12-19 |
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 |
| 36574878 | 2023-02-01 | Bisphenol S disrupts opsins gene expression and impairs the light-sensing function via antagonizing TH-TRβ signaling pathway in zebrafish larvae | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 36041667 | 2022-12-01 | Impact of a bisphenol A, F, and S mixture and maternal care on the brain transcriptome of rat dams and pups | Neurotoxicology |
| 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 |
| 35595038 | 2022-07-01 | Transgenerational effects of parental bisphenol S exposure on zebrafish (Danio rerio) reproduction | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 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 |
| 35405288 | 2022-04-30 | Bisphenol S promotes the progression of prostate cancer by regulating the expression of COL1A1 and COL1A2 | Toxicology |
| 34979203 | 2022-04-01 | Bisphenol S exposure induces intestinal inflammation: An integrated metabolomic and transcriptomic study | Chemosphere |
| 35077665 | 2022-02-25 | New bisphenol A and bisphenol S analogs: Evaluation of their hERα agonistic and antagonistic activities using the OECD 455 in-vitro assay and molecular modeling | Chemico-biological interactions |
