109306-86-7

Basic information

• Product Name: 2-(2-BroMophenyl)pyridine
• Synonyms: 2-(2-BroMophenyl)pyridine;2-(2-Bromophenyl)
• CAS NO: 109306-86-7
• Molecular Formula: C₁₁H₈BrN
• Molecular Weight: 234.09192
• Mol File: 109306-86-7.mol
• Article Data: 53

Chemical Properties

• Boiling Point: 139°C/0.2mmHg(lit.)
• Appearance: /
• Density: 1.426±0.06 g/cm3 (20 ºC 760 Torr)
• Refractive Index: 1.6330 to 1.6370
• Storage Temp.: 2-8°C
• PKA: 3.84±0.12(Predicted)
• CAS DataBase Reference: 2-(2-BroMophenyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-BroMophenyl)pyridine(109306-86-7)
• EPA Substance Registry System: 2-(2-BroMophenyl)pyridine(109306-86-7)

Safety Data

• Hazardous Substances Data: 109306-86-7(Hazardous Substances Data)

Usage

General Description

2-(2-Bromophenyl)pyridine is a chemical compound with the molecular formula C11H8BrN. It is a white to off-white powder that is commonly used in organic synthesis and pharmaceutical research. The compound contains a pyridine ring with a bromophenyl group attached at the 2-position, giving it its name. 2-(2-Bromophenyl)pyridine has been studied for its potential applications in drug development and is known to exhibit biological activity, making it a useful compound in medical and scientific research. Additionally, it is used as a building block in the production of more complex organic compounds. Due to its potentially toxic or hazardous nature, it should be handled with care and in accordance with proper safety protocols.

Upstream product

• 109-04-6 2-bromo-pyridine 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 98-80-6 phenylboronic acid 
• 583-55-1 1-Bromo-2-iodobenzene 
• 17997-47-6 2-tri-n-butylstannylpyridine 
• 1193332-35-2 [(2-picoline)(2-(2’-pyridyl)phenyl)Ni^IIBr] 
• 98-98-6 2-Picolinic acid 
• 108-86-1 bromobenzene 
• 269410-06-2 2-(2-bromophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 70-55-3 toluene-4-sulfonamide 
• 1045822-03-4 4-methyl-N-[(trifluoromethyl)sulfanyl]benzene-1-sulfonamide 
• 372492-47-2 2-(o-deuteriophenyl)pyridine 
• 197958-29-5 pyridin-2-ylboronic acid 
• 2142-69-0 2-bromophenyl methyl ketone 

Downstream Products

• 1064057-51-7 (2-ph-py)BMes₂ 
• 478944-03-5 2-(2-vinylphenyl)pyridine 
• 183305-85-3 Br^(1-)*C₃₁H₅₉BNO₂⁽¹⁺⁾ 
• 1312618-03-3 (2-(pyridin-2-yl)phenyl)(4-(trifluoromethyl)phenyl)methanol 
• 1008-89-5 2-phenylpyridine 
• 349-95-1 4-(trifluoromethyl)benzylic alcohol 
• 1404120-33-7 cyclohexyl(2-(pyridin-2-yl)phenyl)methanol 
• 100-49-2 cyclohexylmethyl alcohol 
• 112-42-5 undecyl alcohol 
• 5957-89-1 2-(2-methoxy-phenyl)-pyridine 

Relevant articles and documents

Aryl-Fluoride Bond-Forming Reductive Elimination from Nickel(IV) Centers

The treatment of pyridine- and pyrazole-ligated NiII σ-aryl complexes with Selectfluor results in C(sp2)-F bond formation under mild conditions. With appropriate design of supporting ligands, diamagnetic NiIV σ-aryl fluoride intermediates can be detected spectroscopically and/or isolated during these transformations. These studies demonstrate for the first time that NiIV σ-aryl fluoride complexes participate in challenging C(sp2)-F bond-forming reductive elimination to yield aryl fluoride products.

Directed C?H Activation and Tandem Cross-Coupling Reactions Using Palladium Nanocatalysts with Controlled Oxidation

Controlled oxidation of palladium nanoparticles provided high-valent PdIV oxo-clusters which efficiently promote directed C?H halogenation reactions. In addition, palladium nanoparticles can undergo changes in oxidation states to provide both high-valent PdIV and low-valent Pd0 species within one system, and thus a tandem reaction of C?H halogenation and cross-coupling (C?N, C?C, and C?S bond formation) was successfully established.

Chelating N-heterocyclic carbene alkoxide as a supporting ligand for PdII/IV C-H bond functionalization catalysis

(Chemical Equation Presented) A PdIV complex that represents a viable catalytic intermediate in Pd-catalyzed C-H bond halogenation reactions has been isolated and structurally characterized. It contains the first examples of both a PdIV NHC bond and a PdIV alkoxide bond and serves as a precatalyst for C-H bond halogenation. As such, this represents a new class of tunable supporting ligand systems in PdIV catalysis.

Structure–activity comparison in palladium–N–heterocyclic carbene (NHC) catalyzed arene C[sbnd]H activation- functionalization

A simple and efficient C[sbnd]H activation catalyst was identified through a model structure-activity screening applied to a noncooperative, nonsymmetric bimetallic palladium(II)-N-heterocyclic carbene complex. Mechanistic studies based on kinetics and DOSY NMR spectroscopy provided the origin of the higher efficiency of the identified catalyst.

Chelating Bis-N-heterocyclic Carbene-Palladium(II) Complexes for Oxidative Arene C-H Functionalization

Bis-N-heterocyclic carbene (NHC)-chelated palladium(II) complexes have been synthesized, characterized fully including single-crystal X-ray structural analyses, and utilized for the first time toward catalytic oxidative C-H functionalization of arenes with PhI(OAc)2 and N-bromosuccinimide. (Figure Presented).

Tris-NHC-propagated self-supported polymer-based Pd catalysts for heterogeneous C-H functionalization

Three-dimensionally propagated imidazolium-containing mesoporous coordination polymer and organic polymer-based platforms were successfully exploited to develop single-site heterogenized Pd-NHC catalysts for oxidative arene/heteroarene C-H functionalization reactions. The catalysts were efficient in directed arene halogenation, and nondirected arene and heteroarene arylation reactions. High catalytic activity, excellent heterogeneity and recyclability were offered by these systems making them promising candidates in the area of heterogeneous C-H functionalization, where efficient catalysts are still scarce.

Efficient Pd-Catalyzed C—H Oxidative Bromination of Arenes with Dimethyl Sulfoxide and Hydrobromic Acid?

We have developed an efficient Pd-catalyzed directed C—H bromination protocol, in which dimethyl sulfoxide (DMSO) is employed as oxidant with hydrobromic acid aqueous solution (HBr(aq)) as bromide source. The DMSO/HBr(aq) system, which is novelly and efficiently utilized in transition-metal catalyzed C—H activation, illustrates its practicability by the operational simplicity, inexpensive and readily available starting materials, and high bromide-atom economy.