3933-94-6

Basic information

• Product Name: 4-PHENOXYBIPHENYL
• Synonyms: 4-PHENYLOXYBIPHENYL;4-PHENOXYBIPHENYL;4-BIPHENYL PHENYL ETHER;P-DIPHENYL PHENYL ETHER;1,1'-Biphenyl, 4-phenoxy-;4-Biphenylyl phenyl ether;4-Phenoxy-1,1'-biphenyl;Ether, 4-biphenylyl phenyl
• CAS NO: 3933-94-6
• Molecular Formula: C₁₈H₁₄O
• Molecular Weight: 246.3
• EINECS: 223-504-4
• Product Categories: Biphenyl derivatives
• Mol File: 3933-94-6.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 374.8°Cat760mmHg
• Flash Point: 178.2°C
• Appearance: /
• Density: 1.093g/cm³
• CAS DataBase Reference: 4-PHENOXYBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENOXYBIPHENYL(3933-94-6)
• EPA Substance Registry System: 4-PHENOXYBIPHENYL(3933-94-6)

Safety Data

• Hazardous Substances Data: 3933-94-6(Hazardous Substances Data)

Usage

General Description

4-PHENOXYBIPHENYL, also known as 4PBP, is a synthetic organic compound composed of two benzene rings connected by an oxygen atom. It is commonly used as an intermediate in the production of liquid crystals and as a precursor in the synthesis of other chemical compounds. 4PBP has been identified as a potential endocrine disruptor and has been found to exhibit estrogenic activity, meaning it can mimic the effects of the hormone estrogen in the body. Due to these potential health concerns, 4PBP has been the subject of regulatory scrutiny and is classified as a substance of very high concern by the European Chemicals Agency. Efforts are being made to limit its use and find alternative chemicals for its various industrial applications.

Upstream product

• 92-66-0 4-bromo-1,1'-biphenyl 
• 108-95-2 phenol 
• 108-86-1 bromobenzene 
• 92-69-3 4-Phenylphenol 
• 3262-89-3 triphenylboroxine 
• 98-80-6 phenylboronic acid 
• 1591-31-7 4-iodo-biphenyl 
• 591-50-4 iodobenzene 
• 16307-72-5 [1,1'-biphenyl]-4-yl-λ³-iodanediyl diacetate 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 106-46-7 para-dichlorobenzene 
• 106-39-8 bromochlorobenzene 
• 589-87-7 1,4-bromoiodobenzene 
• 637-87-6 1-Chloro-4-iodobenzene 

Downstream Products

• 63471-90-9 3-(4-p-Diphenyloxybenzoyl)propionsaeure 
• 7535-20-8 1-p-Acetylphenyl-4-p-acetylphenoxybenzol 
• 92-69-3 4-Phenylphenol 
• 6093-03-4 [1,1′:3′,1″-terphenyl]-4′-ol 
• 108-95-2 phenol 
• 92-94-4 [1,1';4',1'']terphenyl 
• 92-52-4 biphenyl 
• 827-52-1 1-phenyl-1-cyclohexane 
• 1821-36-9 N-phenyl-2-cyclohexylamine 
• 31708-14-2 1-cyclohexyl-1H-pyrrole 
• 4096-21-3 N-phenylpyrrolidine 
• 35155-12-5 2-{4'-[4-(1-Hydroxy-1-methyl-ethyl)-phenoxy]-biphenyl-4-yl}-propan-2-ol 
• 10466-53-2 4'-Buta-1,3-diynyl-4-(4-buta-1,3-diynyl-phenoxy)-biphenyl 
• 35155-14-7 1-p-Isopropenylphenyl-4-p-isopropenylphenoxybenzol 

Relevant articles and documents

Unexpected activation of carbon-bromide bond promoted by palladium nanoparticles in Suzuki C-C couplings

Dihydroanthracene derivatives (1-6) containing imide (1-3) and amine (4-6) functions have been used for the stabilization of palladium nanoparticles, starting from Pd(0) and Pd(ii) organometallic precursors. Well-dispersed nanoparticles of mean size in the range ca. 1.9 to 3.6 nm could be obtained using Pd(0) precursors (PdLc and PdLd, where L = 1-6 and c and d mean the organometallic precursor involved, [Pd2(dba)3] and [Pd(ma)(nbd)] respectively). With the aim to evaluate the behaviour of homogeneous species and nanoparticles used as catalytic precursors, palladium complex coordinated to the diamine 6, [Pd(OAc)2(κ2- N,N-6)], was prepared, reporting for the first time the X-ray diffraction structure of a metallic complex containing a ligand with a 9,10- dihydroanthracene backbone. Palladium systems were evaluated in Suzuki C-C coupling reactions and relevant differences were observed comparing the reactivity of the homogeneous systems in relation to that obtained using palladium nanoparticles as starting catalyst in relation to the activation of the C-Br bonds for deactivated substrates.

Ligand- and Counterion-Assisted Phenol O-Arylation with TMP-Iodonium(III) Acetates

High reactivity of trimethoxyphenyl (TMP)-iodonium(III) acetate for phenol O-arylation was achieved. It was first determined that the TMP ligand and acetate anion cooperatively enhance the electrophilic reactivity toward phenol oxygen atoms. The proposed method provides access to various diaryl ethers in significantly higher yields than the previously reported techniques. Various functional groups, including aliphatic alcohol, boronic ester, and sterically hindered groups, were tolerated during O-arylation, verifying the applicability of this ligand- and counterion-assisted strategy.

Sustainable and recyclable magnetic nanocatalyst of 1,10-phenanthroline Pd(0) complex in green synthesis of biaryls and tetrazoles using arylboronic acids as versatile substrates

A magnetic nanocatalyst was purveyed as a heterogeneous recoverable palladium-based catalyst anchored on green, sustainable and phosphine free support. Resulted Fe3O4@SiO2-Phen-Pd(0) nanocatalyst bearing powerful phenanthroline ligand was thoroughly characterized by physicochemical approaches like UV–vis, FT-IR, EDX, XRD, TGA, ICP, VSM, DLS, FESEM, and TEM analyses. After finding trustable data, the obtained magnetic catalyst was considered to be applied in the Suzuki-Miyaura type C-C couplings and getting corresponding tetrazoles using arylboronic acid derivatives as alternate precursors of aromatic halides and stupendous data were observed.

Nickel-Catalyzed Etherification of Phenols and Aryl Halides through Visible-Light-Induced Energy Transfer

Notwithstanding some progress in nickel-catalyzed etherification of alkanols and arylhalides, the ability of such a Ni-catalyzed transformation employing phenols to diaryl ethers is unsuccessful due to phenolates with much lower reduction potentials, which suppress the oxidation of nickel(II) intermediates into requisite Ni(III) species. We herein report visible-light-initiated, nickel-catalyzed O-arylation of phenols with arylhalides using t-BuNH(i-Pr) as the base and thioxanthen-9-one as the photosensitizer under visible light. This photocoupling exhibits a broad substrate scope.