21784-73-6

Usage

Uses

Used in Pharmaceutical Industry:
4-IODO-2-NITROPHENOL is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and medications.
Used in Organic Compounds Synthesis:
4-IODO-2-NITROPHENOL serves as a key intermediate in the synthesis of a range of organic compounds, playing a vital role in the creation of diverse chemical products.
Used in Dye and Pigment Production:
4-IODO-2-NITROPHENOL is utilized in the production of dyes and pigments, providing color and functionality to various products in industries such as textiles, plastics, and paints.
Used in Pesticide Manufacturing:
4-IODO-2-NITROPHENOL is employed in the manufacturing process of pesticides, contributing to the development of effective solutions for pest control in agriculture and other sectors.

InChI:InChI=1/C6H4INO3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,9H

Upstream product

• 540-38-5 p-Iodophenol 
• 121-19-7 roxarsone 
• 364-76-1 4-Fluoro-3-nitroaniline 
• 645-00-1 m-iodonitrobenzene 
• 108-95-2 phenol 
• 32707-02-1 thallium(I) 2-nitrophenoxide 
• 7553-56-2 iodine 
• 64-19-7 acetic acid 
• 88-75-5 2-hydroxynitrobenzene 
• 533-58-4 2-Iodophenol 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 540-80-7 tert.-butylnitrite 
• 1179987-23-5 2-(4-iodophenyloxy)pyridine 
• 119-34-6 4-amino-2-nitrophenol 

Downstream Products

• 20294-48-8 diiodo-4,6 nitro-2 phenol 
• 99969-17-2 2-amino-4-iodophenol 
• 89488-54-0 4-iodo-2,6-dinitrophenol 
• 88-89-1 2,4,6-Trinitrophenol 
• 52692-09-8 4-iodo-2-nitroanisole 
• 401899-29-4 C₁₃H₁₀INO₃ 
• 860584-61-8 2-(2,4-dinitro-phenoxy)-5-iodo-aniline 
• 876486-79-2 2-(2,4-dinitro-anilino)-4-iodo-phenol 

Relevant academic research and scientific papers

Substituent effects on the electronic structure of the flat Blatter radical: Correlation analysis of experimental and computational data

A series of C(10)-substituted derivatives of 2-Ph-3H-[1,2,4]triazino[5,6,1-kl]phenoxazin-3-yl was obtained using the aza-Pschorr, photochemical and radical-induced cyclization reactions, and through functional group transformations of the C(10)-amino and C(10)-iodo derivatives. The iodo derivative underwent Pd-catalyzed C-C cross coupling reactions leading to the installation of Ph, 2-thienyl and PhCC groups at the C(10) position effectively extending electronic conjugation. The substituent effect on the electronic properties of the 3H-[1,2,4]triazino[5,6,1-kl]phenoxazin-3-yl was investigated in twenty one derivatives with a diverse range of functional groups by spectroscopic (UV-vis and EPR) and electrochemical methods augmented with DFT calculations. Results show that the lowest energy electronic absorption and redox potentials correlate well with the σp substituent parameter, while aN hfcc and the N-H bond dissociation energy (BDE) are well described by the σm parameter. In general, increasing the electron donating ability of the C(10)-X substituent lowers the π-π?(1) excitation energy, cathodically shifts the redox potentials, increases spin delocalization beyond the [1,2,4]triazinyl ring and lowers BDE. The latter two parameters are important indicators of the overall radical stability. Molecular and crystal structures of three radicals were established with the single crystal XRD method. This journal is

Ruthenium-Catalyzed Tandem Carbene/Alkyne Metathesis/N-H Insertion: Synthesis of Benzofused Six-Membered Azaheterocycles

The Cp*RuCl-based catalyst enables expedient access to a variety of benzofused six-membered azaheterocycles from unprotected o-alkynylanilines and trimethylsilyldiazomethane through an unprecedent tandem carbene/alkyne metathesis/N-H insertion reaction. The transformation takes place under mild reaction conditions (room temperature, 15 min) and with excellent functional group tolerance. The synthetic utility of the final products and a mechanistic rationale are also discussed.

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.

Chemoselectivity in the Kosugi-Migita-Stille coupling of bromophenyl triflates and bromo-nitrophenyl triflates with (ethenyl)tributyltin

Kosugi-Migita-Stille cross coupling reactions of (ethenyl)tributyltin with all isomeric permutations of bromophenyl triflate and bromo-nitrophenyl triflate were examined in order to determine the chemoselectivity of carbon-bromine versus carbon-triflate bond coupling under different reaction conditions. In general, highly selective carbon-bromine bond cross couplings were observed using for example bis(triphenylphosphine)palladium dichloride (2 mol-%) in 1,4-dioxane at reflux. In contrast, reactions using the same pre-catalyst but in the presence of a three-fold excess of lithium chloride in N,N-dimethylformamide at ambient temperature were in most cases selective for coupling at the carbon-triflate bond. Overall, isolated yields and the selectivity for carbon-bromine bond coupling were significantly higher compared to carbon-triflate bond coupling.

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)

Room-Temperature, Water-Promoted, Radical-Coupling Reactions of Phenols with tert -Butyl Nitrite

A radical-radical cross-coupling reaction of phenols with tert -butyl nitrite has been developed with the use of water as an additive. This method allows the construction of C-N bonds under an air atmosphere at room temperature, providing the ortho -nitrated phenol derivative in moderate to good yields.

Pyrazolo[3,4-c]pyridine derivative

The invention relates to a pyrazolo[3,4-c]pyridine derivative. The invention relates to a compound represented by a formula (I), a tautomer thereof, an optical isomer thereof or a pharmaceutically acceptable salt thereof, wherein the formula (I) is shown in the description, and Z, X, RNc, RNd, RNe and RNf are defined according to the claim 1. The invention further relates to the pharmaceutical composition contain the compound. The invention further relates to use of the compound or the pharmaceutical composition in preparing a drug for preventing and/or treating a disease which inhibits positive influence of an Xa factor, particularly use in preparing the drug for preventing and/or treating the disease which inhibits positive influence of the Xa factor under the condition of low hemorrhage risk.

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.

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.