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5-Bromo-2-phenylpyridine is an organic compound that features a pyridine ring with a bromine atom at the 5th position and a phenyl group at the 2nd position. It is known for its unique chemical properties and potential applications in various fields.

27012-25-5

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27012-25-5 Usage

Uses

Used in Coordination Chemistry:
5-Bromo-2-phenylpyridine is used as a ligand in coordination chemistry for forming tris-heteroleptic Iridium(III) complexes. Its ability to coordinate with metal ions makes it a valuable component in the synthesis of metal complexes with specific properties.
Used in Organic Light-Emitting Diodes (OLEDs):
5-Bromo-2-phenylpyridine, when reacted with iridium(III) chloride, forms a tris-heteroleptic Iridium(III) complex that serves as a phosphorescent (triplet) emitter in OLEDs. This application takes advantage of the compound's self-emitting nature, fast response, wide viewing angle, and low power consumption, making it a promising material for the development of energy-efficient and high-performance display technologies.

Check Digit Verification of cas no

The CAS Registry Mumber 27012-25-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,0,1 and 2 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 27012-25:
(7*2)+(6*7)+(5*0)+(4*1)+(3*2)+(2*2)+(1*5)=75
75 % 10 = 5
So 27012-25-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H8BrN/c12-10-6-7-11(13-8-10)9-4-2-1-3-5-9/h1-8H

27012-25-5 Well-known Company Product Price

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  • TCI America

  • (B5018)  5-Bromo-2-phenylpyridine  >98.0%(GC)

  • 27012-25-5

  • 1g

  • 990.00CNY

  • Detail
  • TCI America

  • (B5018)  5-Bromo-2-phenylpyridine  >98.0%(GC)

  • 27012-25-5

  • 5g

  • 3,990.00CNY

  • Detail
  • Alfa Aesar

  • (H27816)  5-Bromo-2-phenylpyridine, 95%   

  • 27012-25-5

  • 250mg

  • 1441.0CNY

  • Detail
  • Alfa Aesar

  • (H27816)  5-Bromo-2-phenylpyridine, 95%   

  • 27012-25-5

  • 1g

  • 3322.0CNY

  • Detail

27012-25-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Bromo-2-phenylpyridine

1.2 Other means of identification

Product number -
Other names 2-Phenyl-5-bromopyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:27012-25-5 SDS

27012-25-5Relevant academic research and scientific papers

Platinum(ii) polymetallayne-based phosphorescent polymers with enhanced triplet energy-transfer: Synthesis, photophysical, electrochemistry, and electrophosphorescent investigation

Huang, Zuan,Liu, Boao,Zhao, Jiang,He, Yue,Yan, Xiaogang,Xu, Xianbin,Zhou, Guijiang,Yang, Xiaolong,Wu, Zhaoxin

, p. 36507 - 36519 (2015)

Two series of new phosphorescent copolymers with bicarbazole-based platinum(ii) polymetallayne backbones have been successfully prepared through Sonogashira cross-coupling with different IrIII ppy-type (ppy = 2-phenylpyridine anion) complexes as phosphorescent centers. The photophysical investigations not only indicate a highly efficient triplet energy-transfer process from the polymetallayne segments to the phosphorescent units in the polymer solution, but also figure out the structure-property relationship between the triplet energy-transfer process and the energy-levels of different excited states. In addition, the phosphorescent copolymers can produce yellow-emitting phosphorescent OLEDs (PHOLEDs) with high EL efficiencies and a current efficiency (ηL) of 11.49 cd A-1, an external quantum efficiency (ηext) of 4.38%, a power efficiency (ηP) of 3.78 lm W-1, and red-emitting PHOLEDs with a ηL of 5.86 cd A-1, ηext of 10.1%, and a ηP of 2.29 lm W-1, representing very decent electroluminescent performances achieved by the phosphorescent copolymers. Herein, this work not only furnishes very important clues for further polishing of this category novel phosphorescent polymer, but also provides a new approach to the design and synthesis of highly efficient phosphorescent copolymers.

Molecular engineered palladium single atom catalysts with an M-C1N3subunit for Suzuki coupling

Liu, Jia,Chen, Zhongxin,Liu, Cuibo,Zhang, Bao,Du, Yonghua,Liu, Chen-Fei,Ma, Lu,Xi, Shibo,Li, Runlai,Zhao, Xiaoxu,Song, Jingting,Sui, Xin Zhi,Yu, Wei,Miao, Ling,Jiang, Jianjun,Koh, Ming Joo,Loh, Kian Ping

supporting information, p. 11427 - 11432 (2021/05/19)

Single atom catalysis has emerged as a powerful technique for catalysis due to its outstanding performance and atom economy. Controlling the hybridization of the atom with its environment is crucial in determining the selectivity and/or yield of the reaction. However, the single atom environment is usually ill-defined and hard to predict because the pyrolysis process used in preparing SACs damages the original status of the precursors in the catalyst preparation. A molecular engineering approach to synthesize single atom catalysts (SACs) on a heterogeneous template provides a strategy to make SACs with a highly uniform coordinating environment. Herein, we report the preparation of a molecular engineered Pd single atom catalyst with a pre-defined M-N3C1 coordination (Pd-N3C1-SAC) using a structure-rigid Pd-N3C1 porphyrin as the precursor, which shows more efficient Suzuki coupling compared with the SAC with Pd-N4 coordination. The origin of the high activity of the Pd-N3C1-SAC is revealed through density functional theory calculations, where a lower reaction barrier for the rate-determining oxidative addition is identified. This journal is

Phosphorescent cyanide sensor based on a 2-phenylpyridine(ppy)-type cyclometalated Ir(III) complex bearing dimesitylboron group with concentration distinguishing ability

Feng, Zhao,Li, Huiying,Li, Yingju,Liu, Boao,Sun, Yuanhui,Yang, Zhimao,Yao, Chaofan,Zhong, Daokun,Zhou, Guijiang

supporting information, (2020/04/21)

With a 2-phenylpyridine(ppy)-type cyclometalated Ir(III) complex with –B(Mes)2 group Ir–B, the CNˉ ions can bind effectively with the boron atom in the –B(Mes)2 group to furnish CNˉ sensing ability through induc

Method for simultaneously synthesizing 5-bromo-2-phenylpyridine and 2-(4-bromophenyl)pyridine in one step without metal catalysis

-

Paragraph 0032-0070, (2020/08/22)

The invention discloses a method for simultaneously synthesizing 5-bromo-2-phenylpyridine and 2-(4-bromophenyl)pyridine in one step without metal catalysis. The method specifically comprises the following steps: uniformly mixing 2-phenylpyridine, a bromine source, an oxidizing agent and an organic solvent according to a ratio to obtain a mixed reaction solution, then heating the reaction solutionto 60-100 DEG C, carrying out a constant-temperature stirring reaction for 2-12 h, and after the reaction is finished, separating the product by using thin-layer chromatography. According to the preparation method disclosed by the invention, a metal-free catalyzed 2-phenylpyridine C-H bond bromination mode is used for replacing a palladium catalyzed Suzuki coupling reaction which is widely used atpresent to synthesize 5-bromo-2-phenylpyridine and 2-(4-bromophenyl)pyridine. The method has the advantages that the reaction conditions are mild and the conversion rate of 2-phenylpyridine is high,wherein the two products of 5-bromo-2-phenylpyridine and 2-(4-bromophenyl)pyridine can be synthesized at the same time; the reaction process is simple, the cost is low, the products are easy to separate and purify, and the products are free of metal residues.

A Mild Method for Electrochemical Reduction of Heterocyclic N-Oxides

Fukazawa, Yasuaki,Rubtsov, Aleksandr E.,Malkov, Andrei V.

supporting information, p. 3317 - 3319 (2020/05/25)

Deoxygenation of heteroaromatic N-oxides is commonly accomplished using chemical or enzymatic methods. In this work, we report on an expedient protocol for electrochemical reduction of pyridine N-oxide derivatives under mild conditions. A diverse range of mono- and bis N-oxides were converted into the corresponding nitrogen bases in good yields. Importantly, the method is highly selective towards N-oxides and tolerates challenging halo and nitro substituents in the heteroaromatic ring.

Novel combination of host compound and dopant compound and organic electroluminescence device comprising same

-

Paragraph 0097-0100; 0109-0112, (2019/12/10)

The present invention relates to a specific combination of a dopant compound and a host compound, and an organic electroluminescent device comprising the same. The organic electroluminescent device ofthe present invention emits yellow-green light; lowers the driving voltage of the device by improving the current characteristic of the device; and improves power efficiency and operational lifespan.

Bipyridyl derivative and application thereof

-

Paragraph 0075-0078, (2019/08/06)

The present invention provides a novel compound, which has a structure general formula represented by a formula (I), wherein Ar1 and Ar2 are independently selected from an aromatic hydrocarbon derivative group containing benzimidazoyl, an aromatic hydrocarbon derivative group containing a pyridine group, substituted or unsubstituted C6-C30 aromatic hydrocarbon, and a substituted or unsubstituted C6-C30 fused ring aromatic hydrocarbon group, and R1 and R2 are independently and respectively selected from H, C1-C12 aliphatic hydrocarbon radical, phenyl, substituted phenyl, naphthyl, substituted naphthyl, biphenyl and substituted biphenyl. According to the present invention, the compound has characteristics of stable character, simple preparation process, high luminous efficiency and high carrier mobility, and can be used for the electron transport layer of the electroluminescent element, and the device applying the compound has characteristics of significant driving voltage reducing and current efficiency improving. The formula (I) is defined in the instruction.

COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

-

Paragraph 0113-0116, (2020/01/04)

The present invention provides a compound of chemical formula 1 and an organic light emitting device including the same. In the chemical formula 1, at least one of R1 to R3 is a substituted or unsubstituted cycloalkyl group, and X is O or S. The compound

Orthogonal Nanoparticle Catalysis with Organogermanes

Fricke, Christoph,Sherborne, Grant J.,Funes-Ardoiz, Ignacio,Senol, Erdem,Guven, Sinem,Schoenebeck, Franziska

, p. 17788 - 17795 (2019/11/13)

Although nanoparticles are widely used as catalysts, little is known about their potential ability to trigger privileged transformations as compared to homogeneous molecular or bulk heterogeneous catalysts. We herein demonstrate (and rationalize) that nanoparticles display orthogonal reactivity to molecular catalysts in the cross-coupling of aryl halides with aryl germanes. While the aryl germanes are unreactive in LnPd0/LnPdII catalysis and allow selective functionalization of established coupling partners in their presence, they display superior reactivity under Pd nanoparticle conditions, outcompeting established coupling partners (such as ArBPin and ArBMIDA) and allowing air-tolerant, base-free, and orthogonal access to valuable and challenging biaryl motifs. As opposed to the notoriously unstable polyfluoroaryl- and 2-pyridylboronic acids, the corresponding germanes are highly stable and readily coupled. Our mechanistic and computational studies provide unambiguous support of nanoparticle catalysis and suggest that owing to the electron richness of aryl germanes, they preferentially react by electrophilic aromatic substitution, and in turn are preferentially activated by the more electrophilic nanoparticles.

N - aryl - hydrogel arc [tin [tin] light-emitting electroluminescent device as a component of

-

Paragraph 0054-0055, (2018/05/15)

wherein Ar is C3-C25 aryl in which at least one aromatic ring atom is nitrogen; X is O, S or CR9R10; R1, R2, R3, R4, R5 and R6 independently are hydrogen, deuterium, C1-C12 alkyl, C4-C12 aryl or C2-C12 alkenyl; R7 and R8 independently are hydrogen, deuterium, C1-C12 alkyl, C4-C12 aryl or C2-C12 alkenyl or R7 and R8 groups attached to a nitrogen atom are joined by a single bond, O, S or CR11R12 to form a single nitrogen-containing substituent; R9 and R10 independently are hydrogen, deuterium, C1-C12 alkyl, C4-C12 aryl or C2-C12 alkenyl; and R11 and R12 independently are hydrogen, deuterium, C1-C12 alkyl, C4-C12 aryl or C2-C12 alkenyl; provided that Ar does not contain an aromatic ring attached to the tricyclic nucleus which contains more than two aromatic ring nitrogen atoms.

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