2050-47-7

Basic information

• Product Name: Bis(4-bromophenyl) ether
• Synonyms: Benzene, 1,1'-oxybis[4-bromo-;Bis-(4-bromphenyl)-ether;Bis(bromophenyl) ether;di(4-Bromophenyl)ether;Diphenyl ether, 4,4'-dibromo;Ether, bis(4-bromophenyl);Ether, bis(p-bromophenyl);ether,bis(4-bromophenyl)
• CAS NO: 2050-47-7
• Molecular Formula: C₁₂H₈Br₂O
• Molecular Weight: 328
• EINECS: 218-090-7
• Product Categories: Aromatic Ethers;Biphenyl & Diphenyl ether;Alcohol& Phenol& Ethers;Diphenyl Ethers (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
• Mol File: 2050-47-7.mol

Chemical Properties

• Melting Point: 61-63 °C(lit.)
• Boiling Point: 338-340 °C(lit.)
• Flash Point: 338-340°C
• Appearance: White/Crystalline
• Density: 1.6728 (rough estimate)
• Refractive Index: 1.6260 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly)
• Water Solubility: Soluble in water.
• CAS DataBase Reference: Bis(4-bromophenyl) ether(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(4-bromophenyl) ether(2050-47-7)
• EPA Substance Registry System: Bis(4-bromophenyl) ether(2050-47-7)

Safety Data

• Hazard Codes: F,Xn,N
• Statements: 33-67-65-50/53-38-11
• Safety Statements: 24/25-62-61-60-33-29-16-9
• RIDADR: UN 1262 3/PG 2
• WGK Germany: 3
• RTECS: KN0175000
• TSCA: Yes
• Hazardous Substances Data: 2050-47-7(Hazardous Substances Data)

Usage

Uses

Used in Polymer Industry:
Bis(4-bromophenyl) ether is used as an additive in the polymer industry for its flame-retardant properties. It is often incorporated into many polymers to enhance their fire resistance and reduce the risk of combustion, making them safer for various applications.
Used in Electronic Industry:
In the electronic industry, Bis(4-bromophenyl) ether is used as a flame retardant in the manufacturing of electronic components and devices. Its incorporation into plastics and other materials used in electronics helps to minimize the risk of fire and improve the overall safety of these products.
Used in Textile Industry:
Bis(4-bromophenyl) ether is also utilized in the textile industry as a flame retardant for fabrics and other textile products. This application helps to reduce the flammability of textiles, making them more suitable for use in environments where fire safety is a concern, such as in upholstery, curtains, and other home furnishings.
Environmental Considerations:

Safety Profile

Poison by intraperitoneal route. When heated todecomposition it emits toxic fumes of Br-.

Upstream product

• 46919-42-0 [4-(4-bromo-phenoxy)-phenyl]-phosphonic acid 
• 139-59-3 4-phenoxyanilin 
• 31465-35-7 4-(4-bromophenoxy)aniline 
• 101-84-8 diphenylether 
• 106-41-2 4-bromo-phenol 
• 53601-22-2 4,4'-dibromodiphenyliodonium chloride 
• 56-23-5 tetrachloromethane 
• 7726-95-6 bromine 
• 7553-56-2 iodine 
• 7732-18-5 water 
• 5467-74-3 4-Bromophenylboronic acid 
• 108-86-1 bromobenzene 
• 42479-86-7 dichloro-(4-phenoxyphenyl)phosphine 
• 108-95-2 phenol 

Downstream Products

• 21120-68-3 4-(4-bromophenoxy)benzoic acid 
• 148588-75-4 bis-(4-p-tolyloxy-phenyl)-ether 
• 1965-09-9 4,4'-dihydroxydiphenyl ether 
• 15211-97-9 (4-bromo-2-nitro-phenyl)-(4-bromo-phenyl)-ether 
• 18055-71-5 bis-(4-trimethylsilanyl-phenyl)-ether 
• 18822-30-5 bis-(4-tribenzylsilanyl-phenyl)-ether 
• 6973-38-2 bis-(4-bromo-2-nitro-phenyl)-ether 
• 101-80-4 4,4'-oxydiphenylene diamine 
• 5024-85-1 4,4'-bis(4-dimethoxyphenoxyl)phenyl ether 
• 18858-61-2 bis-{4-(dimethylphenylsilyl)-phenyl}-ether 
• 2215-89-6 oxybis(benzoic acid) 
• 3379-41-7 4,4'-diphenoxydiphenyl ether 
• 2097-04-3 Bis--aether 
• 18782-98-4 Bis-4--phenylether 

Relevant articles and documents

Anion- and Solvent-Induced Single-Crystal-to-Single-Crystal Transformation within an Iron(II) Triazole System: A Promising Luminescent Probe for CrO42- and Cyano-Containing Molecules

Anion- and solvent-induced single-crystal-to-single-crystal transformation within an iron(II) triazole system has been generated from {[Fe(TPPT)2Cl2]·CHCl3}n (1a) to [Fe(TPPT)(C2O4)0.5Cl(H2O)]n (1b). Luminescence studies indicated that the resultant 1b can be considered as a promising luminescent probe for CrO42- and cyano molecules.

Oxa[7]superhelicene: A π-Extended Helical Chromophore Based on Hexa-peri-hexabenzocoronenes

A novel π-extended “superhelicene” based on hexa-peri-hexabenzocoronenes (HBCs) has been synthesized by an efficient four-step synthetic procedure starting from diphenyl ether. Comprehensive structural analysis of the helicene was performed by NMR spectroscopy and mass spectrometry measurements together with X-ray analysis. Physicochemical analysis of the superhelicene and suitable HBC references revealed it had outstanding fluorescent features with quantum yields of over 80 %.

Brominated Diphenyl Ethers - an Important Step on the Way to Synthetic Lubricants

The described synthesis of synthetic lubricants based on polyphenyl ethers requires an analytical characterization of the isomerization step, which is important to the process optimization.The separation of the intermediates succeeds with gas chromatography; the isomers are determined using a retention index system.The obtained results are compared with the composition of the final product, which was investigated by HPLC analysis.Keywords.Gas chromatography; Polyphenyl ethers; Lubricants, synthetic.

Cadmium(II)–Triazole Framework as a Luminescent Probe for Ca2+and Cyano Complexes

A bidentate ligand, 1-{4-[4-(1H-1,2,4-triazol-1-yl)phenoxy]phenyl}-1H-1,2,4-triazole (TPPT), has been designed and synthesized. By using TPPT as a building block for self-assembly with Cd(NO3)2?4 H2O and CdCl2?10.5 H2O, novel 1D double-chain {[Cd(TPPT)(NO3)2]?3 H2O}n(1) and 2D (4,4) layer [Cd(TPPT)Cl2(H2O)]n(2) have been constructed. When 1 was employed as a precursor and exposed to DMF or N,N′-dimethylacetamide (DMAC), the crystals of 1 dissolved and reassembled into two types of brown block-shaped crystals of 1D double chains: {[Cd(TPPT)2(NO3)2]?DMF}n(1 a) and {[Cd(TPPT)2(NO3)2]?DMAC}n(1 b). The anion-exchange reactions of complex 2 have also been investigated. After gently stirring crystals of 2 in CHCl3/C2H5OH/H2O containing NaBr, NaI?2 H2O, or NaOAc?3 H2O, the crystals retained their crystalline appearances. A remarkable single crystal to single crystal transformation was observed and 1D double chains of {[Cd(TPPT)Br2]?C2H5OH}n(2 a) and {[Cd(TPPT)2I2]?CHCl3}n(2 b), and 1D single chains of [Cd(TPPT)(H2O)2(CH3COO)2]n(2 c), can be obtained. Luminescent properties indicate that 1 shows excellent selectivity for Ca2+and cyano complexes. To the best of our knowledge, this is the first example of a luminescent probe for Ca2+based on triazole derivatives.

Preparation method of 4-phenoxy phenylboronic acid

The invention discloses a preparation method of 4-phenoxy phenylboronic acid, which belongs to the technical field of organic boric acid chemistry. The preparation method comprises the following steps: starting from diphenyl ether, reacting with NBS to generate 4,4'-dibromo diphenyl ether, reacting with borate and butyl lithium by a one-pot method, and hydrolyzing to obtain 4-phenoxy phenylboronicacid. According to the method, dibromides which are easy to purify are generated during bromination, monosubstituted products are generated by controlling the using amount of a lithiation reagent andthe boric acid ester during lithiation, the method is verified on the scale of 100 kg, and the method has the prospect of industrial methods.

Industrial preparation method of 4, 4 '-dibromo diphenyl ether and 4, 4'-dihydroxy diphenyl ether

The invention relates to an industrial preparation method of 4, 4 '-dibromo diphenyl ether and 4, 4'-dihydroxy diphenyl ether, and belongs to the technical field of organic synthesis. The method comprises the following steps: heating diphenyl ether and a catalyst in a reaction kettle to 20-100 DEG C, stirring, dropwise adding bromine, and controlling the temperature to be gradually increased alongwith the adding amount of the bromine so as to obtain a 4, 4 '-dibromo diphenyl ether crude product; absorbing hydrogen bromide gas generated in the reaction process by III grade water to prepare hydrobromic acid, wherein the reaction is carried out under a micro-negative pressure condition; recrystallizing the obtained 4, 4 '-dibromo diphenyl ether crude product by adopting an organic solvent toobtain the 4, 4'-dibromo diphenyl ether; and further adding sodium hydroxide, a catalyst and deionized water, carrying out a hydrolysis reaction, and carrying out post-treatment to prepare the 4, 4 '-dihydroxy diphenyl ether. Energy and raw material consumption can be effectively reduced, and the effects of high product efficiency, good quality and low cost are achieved. Effective environmental protection measures are taken in the production process, and a tail gas absorption device and sewage treatment facilities are arranged to effectively control and treat three wastes, so that the three wastes meet the emission standard.

Synthesis method of brominated hydroxydiphenyl ether compound (by machine translation)

The brominated diphenyl ether compound is prepared by brominating diphenyl ether into a three- port bottle provided with a thermometer and a; reflux condenser pipe, wherein a proper amount of the activated carbon catalyst 60mL is, added with a, 1.0 g proper amount of, the activated carbon catalyst and then 30% the H mass fraction is added at a time. 2 O2, The product obtained by filtering and, separating the catalyst from the reaction solution after the constant,temperature reaction is several hours is completed, and the obtained product is, m-hydroxy-p,dibromodiphenyl, ether and. O-hydroxy-p-dibromodiphenyl ether, and the synthesis method is simple in process, low in cost and high in efficiency. (by machine translation)

Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol

Regioselective halogenation of arenes and heterocycles with N-halosuccinimides in fluorinated alcohols is disclosed. Under mild condition reactions, a wide diversity of halogenated arenes are obtained in good yields with high regioselectivity. Additionally, the versatility of the method is demonstrated by the development of one-pot sequential halogenation and halogenation-Suzuki cross-coupling reactions.

Solid-phase synthetic method and application of polybrominated diphenyl ether monomer

The invention discloses a solid-phase synthetic method and application of a polybrominated diphenyl ether monomer. According to the solid-phase synthetic method and the application, the problems of an existing polybrominated diphenyl ether synthetic method that the reaction time is long, the reagent corrosivity is large, the postprocessing is complicated, and special equipment is required in the prior arts are solved. The solid-phase synthetic method has the beneficial effects that by utilizing a method of synthesizing polybrominated diphenyl ether through catalysis of solid superacid under a grinding condition, strong-base and strong-acid liquid reagents are not used, the safety is high, and the cleanness and the environmental protection are achieved; the synthesis time is 10-30 minutes, and compared with an ''iodonium salt-coupling two-step reaction method'', the reaction time is greatly shortened. According to the technical scheme, the solid-phase synthetic method comprises the step of enabling bromophenol to generate dehydration coupling reaction under the catalysis of solid superacid, so as to obtain the polybrominated diphenyl ether monomer.

Understanding the guanidine-like cationic moiety for optimal binding into the DNA minor groove

Based on our previous positive results with bis-guanidine-like diaromatic compounds as DNA minor groove binders, we propose a new family: bis-2-amino-1,4,5,6-tetrahydropyrimidines. According to calculated parameters, these dicationic systems would have a more suitable size and lipophilicity for binding into the minor groove than previous series. Moreover, their DFT-optimised structures and docking into an AT oligomer model show that they would bind in the minor groove with good strength and without energy penalty. Hence, we prepared compounds 4 a-c and evaluated their binding to ssDNA and poly(dA-dT)2 by thermal denaturation experiments. The results showed that 4 a (CO) and 4 d (NH) were the best DNA binders. Compared to the previous series, 4 a-d are better binders than bis-guanidiniums but poorer than bis-2-aminoimidazolinium derivatives. Moreover, circular dichroism experiments using ssDNA and poly(dA-dT)2 confirmed binding into the minor groove. Based on our computational design as well as biophysical studies, we have been able to determine that the optimal interaction of guanidine-like dications in the minor grove occurs with bis-2-aminoimidazolinium systems.