Bis(4-hydroxyphenyl)methane
Product Information
Molecular Formula
C13H12O2
Molecular Weight
200.23
Description
Bis(4-hydroxyphenyl)methane (CAS# 620-92-8) is a bisphenol derivative with antioxidant activities. Bisphenol F has been reported to exhibit estrogen agonistic properties.
Synonyms
4-[(4-hydroxyphenyl)methyl]phenol
IUPAC Name
4-[(4-hydroxyphenyl)methyl]phenol
SMILES
C1=CC(=CC=C1CC2=CC=C(C=C2)O)O
InChI
InChI=1S/C13H12O2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8,14-15H,9H2
InChI Key
PXKLMJQFEQBVLD-UHFFFAOYSA-N
Boiling Point
390 °C at 760 mmHg
Melting Point
162-164 °C
Flash Point
192.9°C
Purity
> 99.0 % (GC)
Density
1.208 g/cm3
Solubility
Soluble in ethanol, ether, chloroform, alkali
Appearance
White powder
Storage
Sealed in dry. Room temperature.
Refractive Index
1.6110 (estimate)
Stability
Stable under recommended storage conditions
LogP
2.68860
Vapor Pressure
3.7X10-7 mm Hg at 25 °C (est)
Henry's Law Constant
5.2X10-12 atm-cu m/mol at 25 °C (est)
Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes
Dissociation Constants
pKa1 = 7.55, pKa2 = 10.80 at 25 °C
Safety Information
Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
H412:
Harmful to aquatic life with long-lasting effects.
Causes skin irritation.
H319:
Causes serious eye irritation.
H412:
Harmful to aquatic life with long-lasting effects.
Precautionary Statement
P261, P264, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501
Signal Word
Danger
Computed Properties
XLogP3
2.9
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Exact Mass
200.083729621 g/mol
Monoisotopic Mass
200.083729621 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
15
Formal Charge
0
Complexity
157
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-2021127128-A1 | Two part curable compositions | 2019-12-20 |
| WO-2021125137-A1 | Polyester resin and method for producing polyester resin | 2019-12-18 |
| WO-2021125205-A1 | Molded article for laser welding, and agent for suppressing variation in laser transmittance of molded article for laser welding | 2019-12-17 |
| WO-2021126796-A1 | Molded articles comprising a post-consumer recycle polycarbonate and method for the manufacture thereof | 2019-12-16 |
| WO-2021115916-A1 | Suspension concentrate | 2019-12-13 |
| WO-2021118582-A1 | Addition curable silicone adhesive compositions | 2019-12-13 |
| WO-2021116356-A1 | Films having special properties | 2019-12-12 |
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 |
| 36030852 | 2022-12-10 | Mechanism of action and neurotoxic effects of chronic exposure to bisphenol F in adult zebrafish | The Science of the total environment |
| 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 |
| 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 |
| 35803362 | 2022-09-01 | Bisphenol F blocks Leydig cell maturation and steroidogenesis in pubertal male rats through suppressing androgen receptor signaling and activating G-protein coupled estrogen receptor 1 (GPER1) signaling | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 35278557 | 2022-07-01 | Bisphenol chemicals disturb intestinal homeostasis via Notch/Wnt signaling and induce mucosal barrier dysregulation and inflammation | The Science of the total environment |
| 34023961 | 2022-06-01 | Low doses of BPF-induced hypertrophy in cardiomyocytes derived from human embryonic stem cells via disrupting the mitochondrial fission upon the interaction between ERβ and calcineurin A-DRP1 signaling pathway | Cell biology and 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 |
| 34774955 | 2022-04-10 | Transcriptomics integrated with metabolomics reveals the effect of Bisphenol F (BPF) exposure on intestinal inflammation | The Science of the total environment |
