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2-BROMO-4-PHENYLPYRIDINE, with the molecular formula C11H8BrN, is a pyridine derivative characterized by the presence of a bromine atom and a phenyl group attached to the pyridine ring. This versatile chemical compound is widely recognized for its role as an intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as a building block in the creation of more complex organic compounds for research and development purposes. Its applications extend to materials science and as a reagent in various chemical reactions, making it a valuable asset in both academic and industrial settings.

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  • 54151-74-5 Structure
  • Basic information

    1. Product Name: 2-BROMO-4-PHENYLPYRIDINE
    2. Synonyms: Pyridine, 2-bromo-4-phenyl-;(2-Bromo-pyridin-4-yl)benzene;2-bromo-4-phenyl-pyridin;2-BROMO-4-PHENYLPYRIDINE;4-Phenyl-2-bromopyridine;Methyl 2-bromo-4-phenylpyridine
    3. CAS NO:54151-74-5
    4. Molecular Formula: C11H8BrN
    5. Molecular Weight: 234.09
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 54151-74-5.mol
  • Chemical Properties

    1. Melting Point: 65-66 °C(Solv: ligroine (8032-32-4))
    2. Boiling Point: 311.7 °C at 760 mmHg
    3. Flash Point: 142.3 °C
    4. Appearance: /
    5. Density: 1.426 g/cm3
    6. Vapor Pressure: 0.00102mmHg at 25°C
    7. Refractive Index: 1.606
    8. Storage Temp.: Inert atmosphere,Room Temperature
    9. Solubility: N/A
    10. PKA: 0.96±0.10(Predicted)
    11. CAS DataBase Reference: 2-BROMO-4-PHENYLPYRIDINE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-BROMO-4-PHENYLPYRIDINE(54151-74-5)
    13. EPA Substance Registry System: 2-BROMO-4-PHENYLPYRIDINE(54151-74-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 54151-74-5(Hazardous Substances Data)

54151-74-5 Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-BROMO-4-PHENYLPYRIDINE is used as a key intermediate for the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides. Its unique structure allows for the formation of diverse chemical entities with potential therapeutic and pesticidal properties.
Used in Research and Development:
In the realm of research and development, 2-BROMO-4-PHENYLPYRIDINE serves as a building block for the creation of more complex organic compounds. Its structural features facilitate the synthesis of novel molecules with potential applications in various fields, including medicine, chemistry, and materials science.
Used in Materials Science:
2-BROMO-4-PHENYLPYRIDINE finds applications in the field of materials science, where it is utilized to develop new materials with specific properties. Its incorporation into various materials can lead to the enhancement of their performance, such as improved stability, reactivity, or selectivity.
Used as a Reagent in Chemical Reactions:
In chemical reactions, 2-BROMO-4-PHENYLPYRIDINE is employed as a reagent, enabling the transformation of other compounds into desired products. Its reactivity and functional groups make it a useful component in various synthetic routes, facilitating the production of a wide range of chemical entities.

Check Digit Verification of cas no

The CAS Registry Mumber 54151-74-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,4,1,5 and 1 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 54151-74:
(7*5)+(6*4)+(5*1)+(4*5)+(3*1)+(2*7)+(1*4)=105
105 % 10 = 5
So 54151-74-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H8BrN/c12-11-8-10(6-7-13-11)9-4-2-1-3-5-9/h1-8H

54151-74-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromo-4-phenylpyridine

1.2 Other means of identification

Product number -
Other names 2-Brom-4-phenyl-pyridin

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:54151-74-5 SDS

54151-74-5Relevant articles and documents

A Dichotomy in Cross-Coupling Site Selectivity in a Dihalogenated Heteroarene: Influence of Mononuclear Pd, Pd Clusters, and Pd Nanoparticles-The Case for Exploiting Pd Catalyst Speciation

Eyles, Anthony,Fairlamb, Ian J. S.,Ford, Mark J.,Jeddi, Neda,Scott, Neil W. J.,Simon, Lauriane,Tanner, Theo,Whitwood, Adrian C.,Willans, Charlotte E.

supporting information, p. 9682 - 9693 (2021/07/19)

Site-selective dihalogenated heteroarene cross-coupling with organometallic reagents usually occurs at the halogen proximal to the heteroatom, enabled by intrinsic relative electrophilicity, particularly in strongly polarized systems. An archetypical exam

Preparation method of 4-aryl-2-halopyridine derivatives

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Paragraph 0069-0072; 0078-0079; 0084-0086, (2021/07/27)

4 -aryl -2 - halopyridine derivatives are disclosed. A process for preparing γ - enamine of α-unsaturated nitrile (single-activated) using a halogen source is provided to obtain high yield and efficiency under mild conditions by using 4 - a conventional double activated (double-activated -2 -) substrate through intramolecular cyclization using a halogen source.

γ-Functionalization of α,β-Unsaturated Nitrile in Mild Condition: Versatile Synthesis of 4-Aryl-2-Bromopyridines

Sim, Jaeuk,Viji, Mayavan,Rhee, Jeongtae,Jo, Hyeju,Cho, Suk Joon,Park, Yunjeong,Seo, Seung-Yong,Jung, Kwan-Young,Lee, Heesoon,Jung, Jae-Kyung

supporting information, p. 5458 - 5465 (2019/11/13)

This report describes the synthesis of 4-aryl-2-halopyridines via γ-functionalization of α,β-unsaturated nitriles, which were obtained by the HWE reaction with the corresponding ketones. The key features of our methods involve a conjugated γ-enamine formation of α,β-unsaturated nitrile (enamino nitrile), followed by consecutive intramolecular cyclization, resulting in heteroaromatic compounds like 2-halopyridines, α-pyrone, etc.

A radioactive iodine labeled pyrido [1, 2-a] benzimidazole derivative compound

-

Paragraph 0020; 0040, (2017/08/08)

The present invention relates to a radioactive iodine labeled pyrido[1,2-a]benzimidazole derivative compound represented by a certain general formula, or the salt thereof and also relates to a radioactive medicament comprising the compound.

Organometallic compound and organic light emitting device including the same

-

Paragraph 0304; 0309-0311, (2017/01/02)

Disclosed are an organometallic compound and an organic light emitting device comprising the same. The organometallic compound is represented by chemical formula 1. The organic light emitting device using the organometallic compound can have a low driving

Triarylbismuthanes as threefold aryl-transfer reagents in regioselective cross-coupling reactions with bromopyridines and quinolines

Rao, Maddali L.N.,Dhanorkar, Ritesh J.

, p. 5214 - 5228 (2014/10/15)

Cross-coupling studies using bromopyridines and bromoquinolines with triarylbismuths as threefold coupling reagents in substoichiometric amounts under Pd-catalysed conditions are disclosed. The reactivity was high with both mono- and dibromopyridyl substrates, and mono- and bis-couplings were carried out regioselectively. A library of monoaryl and diaryl pyridines was formed in high yields. A one-pot strategy provided a simple and straightforward synthesis of both symmetrical and unsymmetrical diarylpyridines. Arylations of 2-bromo- and 3-bromoquinolines were achieved with triarylbismuth reagents. This study demonstrates that triarylbismuths may be used as threefold arylating reagents for the synthesis of aryl pyridines and quinolines through couplings with bromopyridines and bromoquinolines under Pd-catalysed conditions. Copyright

Palladium-catalyzed highly regioselective 2-arylation of 2,x-dibromopyridines and its application in the efficient synthesis of a 17β-HSD1 inhibitor

Zhou, Qizhong,Zhang, Bin,Su, Liangjun,Jiang, Tiansheng,Chen, Rener,Du, Tieqi,Ye, Yuyuan,Shen, Jianfen,Dai, Guoliang,Han, Deman,Jiang, Huajiang

, p. 10996 - 11003 (2014/01/06)

2,3- and 2,5-Dibromopyridines reacted with arylboronic acids, catalyzed by Pd(OAc)2/PPh3 in the presence of K2CO 3 in CH3CN/MeOH (2:1) at 50 C for 24 h, to afford 2-arylpyridines in good to high yield

BRAIN/NEURONAL CELL-PROTECTING AGENT, AND THERAPEUTIC AGENT FOR SLEEP DISORDER

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Page/Page column 43, (2008/06/13)

A compound represented by the formula (I) or a salt thereof; and an agent for protecting a brain/neuronal cell or a therapeutic agent for sleep disorder comprising the compound or salt: wherein Z represents an oxygen or sulfur; R1 represents an

Regioselectivity in alkenyl(aryl)-heteroaryl Suzuki cross-coupling reactions of 2,4-dibromopyridine. A?synthetic and mechanistic study

Sicre, Cristina,Alonso-Gómez, J.-Lorenzo,Cid, M. Magdalena

, p. 11063 - 11072 (2007/10/03)

2,4-Dibromopyridine undergoes a regioselective Suzuki cross-coupling reaction at position 2 with several alkenyl(aryl) boronic acids to render 4-bromo-2-carbon substituted pyridines, difficult to be prepared otherwise, in good yields under palladium catal

SIX-MEMBERED HETEROCYCLES USEFUL AS SERINE PROTEASE INHIBITORS

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Page/Page column 77, (2010/02/15)

The present invention provides compounds of Formula (I) or a stereoisomer or pharmaceutically acceptable salt or solvate form thereof, wherein the variables A, L, Z, X1, X2, X3, X4, and X5 are as defined herein. The compounds of Formula (I) are useful as selective inhibitors of serine protease enzymes of the coagulation cascade and/or contact activation system; for example thrombin, factor Xa, factor XIa, factor IXa, factor VIIa and/or plasma kallikrein. In particular, it relates to compounds that are selective factor XIa inhibitors. This invention also relates to pharmaceutical compositions comprising these compounds and methods of treating thromboembolic and/or inflammatory disorders using the same.

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