885-82-5

Usage

Uses

Used in Chemical Synthesis:
4-HYDROXY-3-NITROBIPHENYL is used as an intermediate in the synthesis of various organic compounds. Its unique structure with a hydroxyl and nitro group allows for further chemical reactions and modifications, making it a valuable component in the production of different chemical products.
Used in Research and Development:
Due to its mutagenicity and carcinogenic properties, 4-HYDROXY-3-NITROBIPHENYL is utilized in research and development for studying the effects of these properties on biological systems. This helps in understanding the mechanisms of mutagenicity and carcinogenicity, which can contribute to the development of safer chemicals and compounds.
Used in Environmental Monitoring:
4-HYDROXY-3-NITROBIPHENYL can be used as a reference compound in environmental monitoring studies to assess the presence of mutagens and carcinogens in the environment. Its known properties can help in identifying and quantifying similar compounds, providing valuable information for environmental protection and risk assessment.
Used in Safety Training and Education:
Given its potential health hazards, 4-HYDROXY-3-NITROBIPHENYL can be used as a case study in safety training and education programs for laboratory and industrial workers. This helps in raising awareness about the risks associated with handling hazardous chemicals and emphasizes the importance of proper safety precautions and procedures.

InChI:InChI=1/C12H9NO3/c14-12-7-6-10(8-11(12)13(15)16)9-4-2-1-3-5-9/h1-8,14H

Upstream product

• 92-52-4 biphenyl 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 7722-84-1 dihydrogen peroxide 
• 71-43-2 benzene 
• 7693-52-9 4-bromo-2-nitrophenol 
• 98-80-6 phenylboronic acid 
• 28355-52-4 2-([1,1′-biphenyl]-4-yloxy)pyridine 
• 1252036-52-4 4-hydroxy-3-nitrobenzenediazonium tetrafluoroborate 
• 92-69-3 4-Phenylphenol 
• 64-19-7 acetic acid 

Downstream Products

• 1134-36-7 2-amino-4-phenylphenol 
• 65407-95-6 2,5-diphenylbenzo[d]oxazole 
• 15854-73-6 3-nitro-4-methoxybiphenyl 
• 313527-64-9 4-(5-phenyl-benzoxazol-2-yl)-aniline 
• 139516-51-1 2-{3-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-propyl}-6-phenyl-4H-benzo[1,4]oxazin-3-one 
• 139516-02-2 methyl 5-<4-(4-fluorophenyl)-1-piperazinyl>-2-(2-nitro-4-phenylphenoxy)valerate 
• 187461-69-4 Adamantan-1-yl-propynoic acid 4'-tert-butyl-3-nitro-biphenyl-4-yl ester 
• 149877-41-8 bifenazate 
• 39811-17-1 5-phenyl-O-anisidine 
• 869790-57-8 5-phenyl-2-(2-bromobenzyloxy)aniline 
• 92-05-7 3,4-dihydroxybiphenyl 

Relevant academic research and scientific papers

Nitration method for aryl phenol or aryl ether derivative

The invention relates to a nitration method for an aryl phenol or aryl ether derivative. The method comprises the steps of stirring an aryl phenol or aryl ether compound, nitrate, trimethylchlorosilane (TMSCl) and a copper salt in an acetonitrile solution in air at room temperature, simultaneously, monitoring extent of reaction through a TLC dot plate, removing a solvent from a mixture by a rotaryevaporator after a substrate is consumed completely, and carrying out purification through a silica-gel column, thereby obtaining a nitroolefin derivative. Meanwhile, the selective mono-nitration orbis-nitration of the substrate can be achieved through controlling equivalent weight of the nitrate. Compared with the prior art, the nitration method disclosed by the invention has the advantages that the consumption of strong-acid substances is avoided, the reaction conditions are mild, the yield is high, the applicable range of the substrate is wide, reaction activity is free of obvious attenuation after an amplified reaction, and an excellent yield is still obtained, so that the method has an obvious industrial application value.

Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation

The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.

Synthetic method for bifenazate

The invention relates to a synthetic method for bifenazate. The method comprises the following specific synthetic sections: step 1, performing nitration: mixing a 4-hydroxybiphenyl solution and a toluene solution under stirring for a reaction, and adding a HNO3 solution dropwise for a reaction to obtain a nitration reaction solution; step 2, performing methylation: mixing the nitration reaction solution and anhydrous sodium carbonate powder for a reaction, and adding a dimethyl carbonate solution dropwise for a reaction to obtain a methylation reaction solution; step 3, performing hydrogenation: throwing the methylation reaction solution, hydrogen gas, and Raney nickel into a reaction kettle for a reaction to obtain a hydrogenation reaction liquid; step 4, performing hydrazination: performing a primary hydrazination reaction, performing a secondary hydrazination reaction, performing filter pressing, performing a tertiary hydrazination reaction, and performing secondary filter pressingto obtain a condensation reaction liquid; step 5, performing condensation: mixing a third hydrazine compound, an ethyl acetate solution and an isopropyl chloroformate solution for a reaction to obtaina bifenazate mixed liquid; and step 6, performing purification: performing desolvation, performing crystallization, performing centrifugation, performing washing, performing secondary centrifugation,and performing drying to obtain the finished bifenazate. The method provided by the invention has the effect of improving purity of the bifenazate product.

Highly efficient protocol for the aromatic compounds nitration catalyzed by magnetically recyclable core/shell nanocomposite

An efficient protocol for the nitration of aromatic compounds in the presence of a catalytic amount of sulfuric acid-functionalized silica-based magnetic core/shell nanocomposite was reported. The designed products were obtained in high yields in relatively short reaction times at room temperature under solvent-free conditions. The nanocatalyst was simply recovered from the reaction mixture by using an external magnet and efficiently reused for several times. The characterization of particle size, morphology and elemental analysis of the nanocatalyst were provided by scanning electron microscopy, transmission electron microscopy and energy-dispersive X-ray spectroscopy analyses, respectively.

A ortho-nitro phenol and its derivative synthesis method (by machine translation)

The invention relates to a method for the synthesis of organic compounds, in the existing technology of O-nitrophenol strong acid used in the synthesis process of the serious problem of environmental pollution and the synthesis step longer more complicated problem, the invention provides a ortho-nitro phenol and synthetic method of derivative thereof, proceeding by the phenol compound, synthesis of 2 - (phenoxy) pyridine, the obtained product, catalyst, tert-butyl nitrite, organic solvent and adding sealing in the pressure containers, in oil bath heating 50 - 100 °C, reaction 10 - 30 hours, to obtain 2 - (2 - nitrobenzene) ethoxy pyridine; re-processing by the ortho-nitro phenol and its derivatives; the method is simple, high-efficiency. (by machine translation)

An ortho-nitro phenol synthetic method of compound

The invention relates to a synthesis method of o-nitrophenol compounds, solving the problems that production hazards are easily caused due to the release of a large deal of heat during the synthesis of o-nitrophenol and the severe environment pollution caused due to the generation of a large deal of waste gas and acid in the process in the prior art. The invention provides the synthesis method of the o-nitrophenol compounds, which comprises the steps: synthesizing 2-(phenoxy)pyridine from phenol compounds; and then sequentially adding 2-(phenoxy)pyridine and a catalyst, a nitrating reagent, an oxidant and an organic solvent into a sealed pressure container, heating and reacting for 10-50 hours in an oil bath of which the temperature is 80 DEG C-130 DEG C to obtain 2-(2-nitrophenyl)oxy pyridine; and finally treating to obtain o-nitrophenol. The synthesis method is simple, convenient and efficient.

Improved Protocol for Mononitration of Phenols with Bismuth(III) and Iron(III) Nitrates

A simple and efficient multigram procedure was developed for the selective mononitration of various activated phenols. The reaction proceeded smoothly with 0.5 equivalents of Bi(NO3)3 · 5H2O or Fe(NO3)3 · 9H2O in acetone at ambient temperature or at reflux. The desired products were isolated in 62-93% total yield and essentially no overnitrated compounds were detected.

Palladium-catalyzed aromatic C-H bond nitration using removable directing groups: Regiospecific synthesis of substituted o -nitrophenols from related phenols

A general and regiospecific transformation of substituted phenols into the related o-nitrophenols has been achieved via a three-step process involving the palladium-catalyzed chelation-assisted ortho-C-H bond nitration as the key step. In the process, 2-pyridinyloxy groups act as removable directing groups for the palladium-catalyzed ortho-nitration of substituted 2-phenoxypridines, and they can be readily removed in the subsequent conversion of the resulting 2-(2-nitrophenoxy)pyridines into 2-nitrophenols.

The Suzuki cross-coupling reaction in pure water catalyzed by ligandless palladium using polyethylene glycol derivatives as surfactant

The results of a ligandless Pd(OAc)2-catalyzed Suzuki-Miyaura coupling experiment are presented. It was found that the use of polyethylene glycol phosphonium salts (PEG-quat) as surfactant resulted in very rapid reactions of aryl halides with phenylboronic acids in pure water. Moreover, aryl chlorides such as 4-nitrochlorobenezene reacted quantitatively with phenylboronic acid under optimized conditions. Copyright