92-88-6

Basic information

• Product Name: 4,4'-Biphenol
• Synonyms: (1,1’-Biphenyl)-4,4’-diol;[1,1’-biphenyl]-4,4’-diol;[1,1'-Biphenyl]-4,4'-diol;4,4’-bisphenol;4,4'-Dihydroxy-1,1'-biphenyl;4,4'-Dioxydiphenyl;Antioxidant DOD;antioxidantdod
• CAS NO: 92-88-6
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.21
• EINECS: 202-200-5
• Product Categories: Industrial/Fine Chemicals;Biphenyl derivatives;Biphenyl & Diphenyl ether;Phenoles and thiophenoles;Biphenyls (for High-Performance Polymer Research);Color Former & Related Compounds;Developer;Functional Materials;Reagent for High-Performance Polymer Research
• Mol File: 92-88-6.mol
• Article Data: 106

Chemical Properties

• Melting Point: 280-282 °C(lit.)
• Boiling Point: 280.69°C (rough estimate)
• Flash Point: 176.1 °C
• Appearance: Off-white to light beige or light gray/Powder
• Density: 1.22
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: 1.6010 (estimate)
• Storage Temp.: 2-8°C
• PKA: 9.74±0.26(Predicted)
• Water Solubility: sparingly soluble
• BRN: 1908886
• CAS DataBase Reference: 4,4'-Biphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Biphenol(92-88-6)
• EPA Substance Registry System: 4,4'-Biphenol(92-88-6)

Safety Data

• Hazard Codes: Xn
• Statements: 21-36/37/38-37/38/68-36
• Safety Statements: 26-36-24/25-36/37
• RIDADR: 3077
• WGK Germany: 2
• RTECS: DV4725000
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 92-88-6(Hazardous Substances Data)

Usage

Chemical Properties

Powder

Uses

Different sources of media describe the Uses of 92-88-6 differently. You can refer to the following data:
1. Intermediates of Liquid Crystals
2. 4,4'-biphenol be used intermediate liquid crystal polymers raw materials. Synthetic polymers, due to its excellent heat resistance, it is used as polyester, urethane modified monomer, polycarbonate, polysulfone, and epoxy resin, for the manufacture of an excellent engineering plastics and composite materials. Antioxidant antioxidants for rubber and plastics. Dye intermediates or petroleum products stabilizer.
3. Biphenol is an intermediate used in the manufacture of thermoplastics such as liquid crystalline polymers (LCP), polyesters, polycarbonates and polysulfones.

Definition

ChEBI: A member of the class of hydroxybiphenyls that is biphenyl with hydroxy groups at positions 4 and 4'.

Flammability and Explosibility

Notclassified

Safety Profile

Poison by intraperitoneal route.Moderately toxic by skin contact. Mildly toxic byingestion. Human mutation data reported. When heated todecomposition it emits acrid smoke and irritating fumes.

Purification Methods

Recrystallise the biphenol from aqueous EtOH preferably under N2 to avoid oxidation to the extended qiunone. It is characterized as the dimethyl derivative (4,4’-dimethoxybiphenyl) from which it is prepared by demethylation. The dimethoxy derivative has m 176.5-177o (from AcOH, EtOH, hexane or *C6H6) and sublimes in vacuo. [Williamson & Rodebush J Am Chem Soc 63 3019 1941, Beilstein 6 I 485, 6 II 962, 6 III 6389, 6 IV 6651.]

Upstream product

• 106-41-2 4-bromo-phenol 
• 2050-68-2 4,4'-dichlorobiphenyl 
• 1204-79-1 4-amino-4'-hydroxybiphenyl 
• 53197-57-2 4,4'-dihydroxy-[1,1'-biphenyl]-2-carboxylic acid 
• 15599-12-9 4'-hydroxy-biphenyl-4-diazonium ; chloride 
• 92-87-5 p,p'-diaminobiphenyl 
• 71-43-2 benzene 
• 108-95-2 phenol 
• 106-48-9 4-chloro-phenol 
• 56-23-5 tetrachloromethane 
• 7732-18-5 water 
• 93-99-2 benzoic acid phenyl ester 
• 105595-67-3 4,4'-dihydroxybiphenyl-3-carboxylic acid 
• 540-38-5 p-Iodophenol 

Downstream Products

• 6275-02-1 1,2-bis(o-nitrophenyl)ethylene 
• 72633-22-8 4,4'-Bis(phenylmethoxy)-1,1'-biphenyl 
• 60469-90-1 4,4'-bis(benzoyloxy)biphenyl 
• 119121-54-9 4'-hydroxy-4-biphenylyl benzoate 
• 127972-27-4 4-hydroxy-4'-ethoxybiphenyl 
• 300406-05-7 4'-{[(4-methylphenyl)sulfonyl]oxy}[1,1'-biphenyl]-4-yl 4-methylbenzenesulfonate 
• 16881-71-3 4'-methoxy-1,1'-biphenyl-4-ol 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 20994-26-7 2,2′-([1,1′-biphenyl]-4,4′-diylbis(oxy))diethanol 
• 78435-17-3 4-hexyloxy-4'-hydroxybiphenyl 
• 142450-58-6 4,4'-Dihexyloxy-1,1'-biphenyl 
• 130551-60-9 dibenzyl 2,2',7,7'-tetrakis(1,1-dimethylpropyl)-9,9,9',9'-tetramethyl-5,5'-<4,4'-biphenylenebis(oxycarbonyl)>di-4-xanthenecarboxylate 

Relevant articles and documents

A fluorescence turn-on sensor for the detection of palladium ions that operates through in situ generation of palladium nanoparticles

A simple and straightforward fluorescence method for the detection of palladium ions at low concentrations has been developed. The mode of operation of the sensor involves in situ generation of palladium nanoparticles (PdNPs), which promote a selective deiodination reaction of iodo-BODIPY that forms highly fluorescent H-BODIPY.

Porphyrin n-pincer pd(Ii)-complexes in water: A base-free and nature-inspired protocol for the oxidative self-coupling of potassium aryltrifluoroborates in open-air

Metalloporphyrins (and porphyrins) are well known as pigments of life in nature, since representatives of this group include chlorophylls (Mg-porphyrins) and heme (Fe-porphyrins). Hence, the construction of chemistry based on these substances can be based on the imitation of biological systems. Inspired by nature, in this article we present the preparation of five different porphyrin, meso-tetraphenylporphyrin (TPP), meso-tetra(p-anisyl)porphyrin (TpAP), tetra-sodium meso-tetra(p-sulfonatophenyl)porphyrin (TSTpSPP), meso-tetra(m-hydroxyphenyl)porphyrin (TmHPP), and meso-tetra(m-carboxyphenyl)porphyrin (TmCPP) as well as their N-pincer Pd(II)-complexes such as Pd(II)-meso-tetraphenylporphyrin (PdTPP), Pd(II)-meso-tetra(p-anisyl)porphyrin (PdTpAP), Pd(II)-tetrasodium meso-tetra(p-sulfonatophenyl)porphyrin (PdTSTpSPP), Pd(II)-meso-tetra(m-hydroxyphenyl)porphyrin (PdTmHPP), and Pd(II)-meso-tetra(m-carboxyphenyl)porphyrin (PdTmCPP). These porphyrin N-pincer Pd(II)-complexes were studied and found to be effective in the base-free self-coupling reactions of potassium aryltrifluoroborates (PATFBs) in water at ambient conditions. The catalysts and the products (symmetrical biaryls) were characterized using their spectral data. The high yields of the biaryls, the bio-mimicking conditions, good substrate feasibility, evading the use of base, easy preparation and handling of catalysts, and the application of aqueous media, all make this protocol very attractive from a sustainability and cost-effective standpoint.

Cobalt-catalyzed cross-coupling reactions of aryl- And alkylaluminum derivatives with (hetero)aryl and alkyl bromides

A simple cobalt complex, such as Co(phen)Cl2, turned out to be a highly efficient and cheap precatalyst for a host of cross-coupling reactions involving aromatic and aliphatic organoaluminum reagents with aryl, heteroaryl and alkyl bromides. New C(sp2)-C(sp2) and C(sp2)-C(sp3) bonds were formed in good to excellent yields and with high chemoselectivity, under mild reaction conditions.