94191-74-9

Basic information

• Product Name: 2-(2-bromophenoxy)pyridine
• Synonyms: 2-(2-bromophenoxy)pyridine
• CAS NO: 94191-74-9
• Molecular Formula: C₁₁H₈BrNO
• Molecular Weight: 250.09132
• Mol File: 94191-74-9.mol

Chemical Properties

• Boiling Point: 307.9±22.0 °C(Predicted)
• Appearance: /
• Density: 1.476±0.06 g/cm3(Predicted)
• PKA: 2.48±0.12(Predicted)
• CAS DataBase Reference: 2-(2-bromophenoxy)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-bromophenoxy)pyridine(94191-74-9)
• EPA Substance Registry System: 2-(2-bromophenoxy)pyridine(94191-74-9)

Safety Data

• Hazardous Substances Data: 94191-74-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-bromophenoxy)pyridine is used as a building block for the synthesis of new drugs due to its unique structural features, which can contribute to the development of pharmaceuticals with novel therapeutic properties.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2-(2-bromophenoxy)pyridine is utilized as a building block for the synthesis of new pesticides, potentially leading to the creation of more effective and environmentally friendly pest control agents.
Used in Drug Discovery:
2-(2-bromophenoxy)pyridine is used as a starting material in drug discovery processes, where its biological activities are studied to identify potential therapeutic applications and optimize its properties for specific medical uses.
Used as a Synthetic Intermediate:
Furthermore, 2-(2-bromophenoxy)pyridine serves as a synthetic intermediate for the production of other chemicals, expanding its utility in the chemical industry and contributing to the synthesis of a wide range of compounds.
Environmental and Toxicity Studies:
2-(2-bromophenoxy)pyridine is also subject to investigation for its potential environmental impact and toxicity, ensuring that its use in various applications is safe and sustainable.

Upstream product

• 372-48-5 2-fluoropyridine 
• 95-56-7 2-hydroxybromobenzene 
• 5029-67-4 2-iodopyridine 
• 23353-96-0 pyridin-2(3H)-one 
• 109-04-6 2-bromo-pyridine 
• 108-95-2 phenol 
• 4783-68-0 2-phenoxypyridine 

Relevant articles and documents

Ir-Catalyzed Ligand-Free Directed C-H Borylation of Arenes and Pharmaceuticals: Detailed Mechanistic Understanding

An efficient method for Ir-catalyzed ligand free ortho borylation of arenes (such as, 2-phenoxypyridines, 2-anilinopyridines, benzylamines, benzylpiperazines, benzylmorpholines, benzylpyrrolidine, benzylpiperidines, benzylazepanes, α-amino acid derivatives, aminophenylethane derivatives, and other important scaffolds) and pharmaceuticals has been developed. The reaction underwent via an interesting mechanistic pathway, as revealed by the detailed mechanistic investigations by using kinetic isotope studies and DFT calculations. The catalytic cycle is found to involve the intermediacy of an Ir-boryl complex where the substrate C-H activation is the turnover determining step, intriguingly without any appreciable primary KIE. The method displays a broad range of substrate scope and functional group tolerance. Numerous late-stage borylation of various important molecules and drugs were achieved using this developed strategy. The borylated compounds were further converted into more valuable functionalities. Moreover, utilizing the benefit of the B-N intramolecular interaction of the mono borylated compounds, an operationally simple method has been developed for the selective diborylation of 2-phenoxypyridines and numerous functionalized arenes. Furthermore, the synthetic utility has been showcased with the removal of the pyridyl directing group from the borylated product to achieve ortho borylated phenol along with the ipso-borylation for the preparation of 1,2-diborylated benzene.

A directing group-assisted ruthenium-catalyzed approach to access: Meta -nitrated phenols

meta-Selective C-H nitration of phenol derivatives was developed using a Ru-catalyzed σ-activation strategy. Cu(NO3)2·3H2O was employed as the nitrating source, whereas Ru3(CO)12 was found to be the most suitable metal catalyst for the protocol. Mechanistic studies suggested involvement of an ortho-CAr-H metal intermediate, which promoted meta-electrophilic aromatic substitution and silver-assisted free-radical pathway.

Substituent Effects of 2-Pyridones on Selective O-Arylation with Diaryliodonium Salts: Synthesis of 2-Aryloxypyridines under Transition-Metal-Free Conditions

An efficient transition-metal-free strategy to synthesize 2-aryloxypyridine derivatives has been developed by a selective O-arylation of 2-pyridones with diaryliodonium salts. The reaction was compatible with a series of functional groups for 2-pyridones and diaryliodonium salts such as halides, nitro, cyano, and ester groups. The substituents at the C6-position of 2-pyridones favored O-arylation products because of steric hindrance. The reaction was easily performed on a gram-scale and 6-chloro-2-pyridone was a good precursor to access various unsubstituted 2-aryloxypyridines by dehalogenation. A P2Y 1 lead compound analogue could be prepared in good yield over two steps.

Anthracene compound, preparing method of anthracene compound and organic light-emitting device

The invention provides an anthracene compound. The anthracene compound has a structure in the formula (I), wherein Q is the C1-60 alkyl group or the C6-60 aryl group or the C5-60 condensed ring group or the C5-60 heterocyclic group; Ar is the C6-60 aryl group or the C5-60 condensed ring group or the C5-60 heterocyclic group; and Ar1 is H, the C1-60 alkyl group, the C1-60 alkoxy group, the C1-60 ether group, the C6-60 aryl group, the C6-60 condensed ring group, the C6-60 heterocyclic group and the C6-60 arylamine group. Compared with the prior art, the anthracene compound is connected with an aromatic compound through anthracene, and the Q, Ar and Ar1 groups are introduced, so that a device emits blue light after the organic compound is applied to the organic light-emitting device; and meanwhile, the means that the above groups are used for adjusting the light-emitting wavelength is adopted, the light-emitting efficiency of the organic light-emitting device is high, and the service life is long.

Palladium-catalyzed direct ortho aroylation of 2-phenoxypyridines with aldehydes and catalytic mechanism investigation

A direct ortho aroylation of 2-phenoxypyridines with aldehydes leading to aryl ketones by the use of palladium(II) acetate, tert-butyl hydroperoxide, and chlorobenzene as the catalyst, oxidant, and solvent, respectively, is presented. Intra- and intermolecular kinetic isotope effects, radical trapping, and controlled experiments were carried out to support the proposed catalytic mechanism for the reaction. Syntheses of (2-hydroxyphenyl)(phenyl)methanones and 1-hydroxy-9H-fluoren-9-ones directed from ortho-aroylated 2-phenoxypyridines were demonstrated.

PALLADIUM-CATALYSED CYCLISATION OF 2-SUBSTITUTED HALOGENOARENES BY DEHYDROHALOGENATION

Cyclodehydrohalogenation mediated by various palladium catalysts and solvents with different bases (the most generally satisfactory system being palladium(II) acetate in NN-dimethylacetamide (DMA) with sodium carbonate as base) has been examined as a route to some heterocyclic systems.Whereas dehydrogenative cyclisation processes require stoichiometric amounts of palladium(II) reagent, the present procedure involves only catalytic amounts (0.1 molar proportion, or less), of palladium compound.The preparation of dibenzofuran, carbazole, fluorenone, 6H-dibenzothiazine-5,5-dioxide, 6H-dibenzopyran and benzofuranopyridine derivatives is described.The cyclisation of 3-benzamido-2-chloropyridine to 6-hydroxybenzonaphthiridine illustrates the regiospecificity of the process.