885-82-5

Basic information

• Product Name: 4-HYDROXY-3-NITROBIPHENYL
• Synonyms: 2-NITRO-4-PHENYLPHENOL;3-NITRO[1,1'-BIPHENYL]-4-OL;3-NITROBIPHENYL-4-OL;4-HYDROXY-3-NITROBIPHENYL;4-HYDROXY-3-NITRODIPHENYL;Nitrophenylphenol;4-HYDROXY-3-NITROBIP;2-Nitro-4-phenylphenol 3-Nitrobiphenyl-4-ol
• CAS NO: 885-82-5
• Molecular Formula: C₁₂H₉NO₃
• Molecular Weight: 215.2
• EINECS: 212-946-3
• Product Categories: Biphenyl derivatives
• Mol File: 885-82-5.mol
• Article Data: 34

Chemical Properties

• Melting Point: 69-70°C
• Boiling Point: 338.5°C at 760 mmHg
• Flash Point: 145.1°C
• Appearance: /
• Density: 1.304g/cm³
• Vapor Pressure: 4.98E-05mmHg at 25°C
• Refractive Index: 1.637
• PKA: 6.97±0.14(Predicted)
• Water Solubility: Insoluble in water
• BRN: 2331623
• CAS DataBase Reference: 4-HYDROXY-3-NITROBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-3-NITROBIPHENYL(885-82-5)
• EPA Substance Registry System: 4-HYDROXY-3-NITROBIPHENYL(885-82-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 885-82-5(Hazardous Substances Data)

Usage

General Description

4-HYDROXY-3-NITROBIPHENYL is a chemical compound that consists of a biphenyl molecule with a hydroxyl group and a nitro group attached to it. It is a yellow crystalline solid that is commonly used as an intermediate in the synthesis of various organic compounds. This chemical is known to be a potential mutagen and is considered as a group 2B carcinogen by the International Agency for Research on Cancer. It is also known to be harmful if swallowed, inhaled, or absorbed through the skin. Due to its potential health hazards, proper precautions should be taken when handling 4-HYDROXY-3-NITROBIPHENYL in laboratory or industrial settings.

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

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

Downstream Products

• 1134-36-7 2-amino-4-phenylphenol 
• 5409-54-1 N-(4-hydroxy-[1,1'-biphenyl]-3-yl)acetamide 
• 15854-73-6 3-nitro-4-methoxybiphenyl 
• 92-05-7 3,4-dihydroxybiphenyl 
• 869790-57-8 5-phenyl-2-(2-bromobenzyloxy)aniline 
• 39811-17-1 5-phenyl-O-anisidine 
• 149877-41-8 bifenazate 
• 187461-69-4 Adamantan-1-yl-propynoic acid 4'-tert-butyl-3-nitro-biphenyl-4-yl ester 
• 139516-02-2 methyl 5-<4-(4-fluorophenyl)-1-piperazinyl>-2-(2-nitro-4-phenylphenoxy)valerate 
• 139516-51-1 2-{3-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-propyl}-6-phenyl-4H-benzo[1,4]oxazin-3-one 
• 313527-64-9 4-(5-phenyl-benzoxazol-2-yl)-aniline 

Relevant articles and documents

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.

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.