3669-47-4

Basic information

• Product Name: Ethanone, 1,2-bis(4-hydroxyphenyl)-
• CAS NO: 3669-47-4
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• Mol File: 3669-47-4.mol

Chemical Properties

• CAS DataBase Reference: Ethanone, 1,2-bis(4-hydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1,2-bis(4-hydroxyphenyl)-(3669-47-4)
• EPA Substance Registry System: Ethanone, 1,2-bis(4-hydroxyphenyl)-(3669-47-4)

Safety Data

• Hazardous Substances Data: 3669-47-4(Hazardous Substances Data)

Usage

Uses

Used in Plastics and Epoxy Resins Industry:
Ethanone, 1,2-bis(4-hydroxyphenyl)is used as a key component in the production of plastics and epoxy resins for its ability to provide strength, flexibility, and heat resistance to the final products.
Used in Thermal Paper Industry:
Ethanone, 1,2-bis(4-hydroxyphenyl)is used as a colorless dye in thermal paper, which reacts with heat to produce a visible image, commonly used in cash register receipts and airline tickets.
However, due to the potential health risks associated with bisphenol A, many countries have restricted or banned its use in certain products, leading to the development of alternative, safer chemicals for use in consumer goods.

Upstream product

• 7732-18-5 water 
• 148004-81-3 Bis(4-tert-butoxyphenyl)acetylene 
• 74384-21-7 phenyl 2-(4-(methoxy)phenyl)acetate 
• 681466-43-3 4,4'-diaminodeoxybenzoin 
• 120-44-5 1,4-di(4-methoxyphenyl)ethanone 

Downstream Products

• 89778-47-2 1,2-bis<4'-(tetrahydro-2''H-pyran-2''-yloxy)phenyl>ethanone 
• 412051-39-9 C₁₆H₁₆O₄ 
• 155143-02-5 N-butyl-N-methyl-13,14-bis(4'-hydroxyphenyl)-12-thiatetradecanamide 
• 155142-80-6 1,2-bis<4'-(tetrahydro-2''H-pyran-2''-yloxy)phenyl>ethanol 
• 155142-99-7 methyl 5,6-bis(4'-hydroxyphenyl)-4-thiahexanoate 
• 1026333-97-0 3-[1,2-Bis-(4-hydroxy-phenyl)-ethylsulfanyl]-propionic acid 
• 94348-25-1 (Z)-1,2,3-Tris-(4-hydroxy-phenyl)-propenone 
• 94348-33-1 (E)-1,2-Bis-(4-hydroxy-phenyl)-3-phenyl-propenone 
• 94348-34-2 (Z)-1,2-Bis-(4-hydroxy-phenyl)-3-phenyl-propenone 
• 1133240-59-1 diglycidyl ether of 4,4'-bishydroxydeoxybenzoin 

Relevant articles and documents

Deoxybenzoin-containing polysulfones and polysulfoxides: Synthesis and thermal properties

Novel poly(arylene ether) sulfones, sulfoxides, and sulfides containing deoxybenzoin subunits were synthesized by step growth polymerization involving bishydroxydeoxybenzoin (BHDB) and the corresponding sulfur-containing monomers. The isolated polymers de

Unique self-catalyzed cationic ring-opening polymerization of a high performance deoxybenzoin-based 1,3-benzoxazine monomer

An asymmetric bis(1,3-benzoxazine) monomer based on deoxybenzoin has been synthesized through Mannich condensation. The chemical structure of this deoxybenzoin-based monomer has been confirmed using 1H NMR, 13C NMR, FT-IR and element

Synergistic effects of BHDB-IPC with AlPi/MCA on flame retarding TPEE

The deoxybenzoin-based copolyarylate BHDB-IPC with perfect charring ability was synthesized. The synergistic effects of BHDB-IPC as a charring agent in TPEE flame retarded by the phosphorous-nitrogen flame retardant (P-N FR) based on AlPi/MCA were studied

Multifunctional deoxybenzoin-based epoxies: Synthesis, mechanical properties, and thermal evaluation

We describe 2,4,4′,6-tetrahydroxydeoxybenzoin (THDB) as a multifunctional cross-linker in conjunction with bis-epoxydeoxybenzoin (BEDB), affording new resins that combine excellent physical and mechanical properties with low flammability. The char residue and heat release capacity values of the cross-linked epoxies were measured by thermogravimetric analysis (TGA) and pyrolysis combustion flow calorimetry (PCFC), respectively. Resins fabricated from THDB exhibited low total heat release (13 kJ/g) and high char yields (34%), as well as good mechanical properties, making them suitable candidates for consideration in high performance adhesive applications. The desirable heat release and char yield properties of these structures are realized without the presence of any conventional flame retardant, such as halogenated structures or inorganic fillers that are commonly utilized in commercial materials.

HALOGEN-FREE FLAME RETARDING MATERIALS BASED ON BISPHENOL TRIAZOLE RESINS AND POLYMERS

The invention provides halogen-free, bisphenol triazole resins and polymers having exceptional flame retarding properties, related compositions and methods of making and use thereof.

Bisphenol-1,2,3-triazole (BPT) epoxies and cyanate esters: Synthesis and self-catalyzed curing

Novel bisphenol-1,2,3-triazole (BPT) resins, including epoxy (DGE-BPT) and cyanate ester (BPTCE) systems, were prepared and used in curing chemistry with no added reagents or catalysts. The materials were characterized relative to conventional epoxies and

Structure-function relationships of estrogenic triphenylethylenes related to endoxifen and 4-hydroxytamoxifen

Estrogens can potentially be classified into planar (class I) or nonplanar (class II) categories, which might have biological consequences. 1,1,2-Triphenylethylene (TPE) derivatives were synthesized and evaluated against 17β-estradiol (E2) for their estrogenic activity in MCF-7 human breast cancer cells. All TPEs were estrogenic and, unlike 4-hydroxytamoxifen (4OHTAM) and Endoxifen, induced cell growth to a level comparable to that of E2. All the TPEs increased ERE activity in MCF-7:WS8 cells with the order of potency as followed: E2 > 1,1-bis(4,4′-hydroxyphenyl)-2-phenylbut-1-ene (15) > 1,1,2-tris(4-hydroxyphenyl)but-1-ene (3) > Z 4-(1-(4-hydroxyphenyl)-1- phenylbut-1-en-2-yl)phenol (7) > E 4-(1-(4-hydroxyphenyl)-1-phenylbut-1-en-2- yl)phenol (6) > Z(4-(1-(4-ethoxyphenyl)-1-(4-hydroxyphenyl)but-1-en-2-yl) phenol (12) > 4-OHTAM. Transient transfection of the ER-negative breast cancer cell line T47D:C4:2 with wild-type ER or D351G ER mutant revealed that all of the TPEs increased ERE activity in the cells expressing the wild-type ER but not the mutant, thus confirming the importance of Asp351 for ER activation by the TPEs. The findings confirm E2 as a class I estrogen and the TPEs as class II estrogens. Using available conformations of the ER liganded with 4OHTAM or diethylstilbestrol, the TPEs optimally occupy the 4OHTAM ER conformation that expresses Asp351.

Estrogen receptor modulators

The present invention relates to compounds and derivatives thereof, their synthesis, and their use as estrogen receptor modulators. The compounds of the instant invention are ligands for estrogen receptors and as such may be useful for treatment or prevention of a variety of conditions related to estrogen functioning including: bone loss, bone fractures, osteoporosis, cartilage degeneration, endometriosis, uterine fibroid disease, hot flashes, increased levels of LDL cholesterol, cardiovascular disease, impairment of cognitive functioning, cerebral degenerative disorders, restenosis, gynecomastia, vascular smooth muscle cell proliferation, obesity, incontinence, and cancer, in particular of the breast, uterus and prostate.

Synthesis and Antiestrogenic Activity of Diaryl Thioether Derivatives

The reaction of 1,2-diarylethanol and mercapto side chain catalyzed by ZnI2 was used as a key step in the short (three to five steps) and efficient synthesis of 17 diaryl thioether derivatives.Several of these compounds contain a methyl butyl amide chain and an hydroxyaryl moiety, respectively, for antiestrogenic activity and binding affinity on estrogen receptor.No binding affinity for crude cytosolic preparation of the estrogen receptor was observed for compounds without phenolic group, while a low affinity (0.01-0.05percent) was measured for mono- or diphenol derivatives.Like the pure steroidal antiestrogen EM-139, these novel nonsteroidal compounds did not exert any stimulatory effect on cell proliferation of (ER+) ZR-75-1 human breast cancer cells and partially reversed the amplitude of the stimulatory effect induced by estradiol on this (ER+) cell line.No proliferative or antiproliferative effect on (ER-) MDA-MB-231 human breast cancer cells was also observed for three of these compounds (39-41).Among the newly synthesized nonsteroidal compounds, the thioether derivative 41 (N-butyl-N-methyl-13,14-bis(4'-hydroxyphenyl)-12-thiatetradecanamide), with a long methylbutylalkanamide side chain and a diphenolic nucleus, was selected as the best antiestrogenic compound.However, this compound was 100-fold less antiestrogenic in (ER+) ZR-75-1 cells than the steroidal antiestrogen EM-139.

Diarylacetylenes, enamines and acetylenic polymers and their production

Diarylacetylenes and diarylenamines are synthesized from a Schiff's base and an N-arylmethylheterocycle; these compounds are useful as intermediates for a variety of polymers; in particular an efficient process is provided for producing diaryl acetylenes useful in the efficient production of acetylene group-containing polymers which can be cross-linked to produce high strength polymers free of structural defects such as conventionally arise as a result of liberation of volatiles during the cross-linking.