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3-Bromo-4-phenylpyridine, with the molecular formula C11H8BrN, is a chemical compound that is a derivative of pyridine and falls within the category of aromatic heterocyclic compounds. It is recognized for its role as a versatile intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as a building block in organic synthesis for the preparation of biologically active compounds. Its utility extends to research and development within the pharmaceutical industry, where it contributes to the creation of new drugs and drug candidates, and as a key reagent in various chemical reactions.

88345-89-5

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88345-89-5 Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-4-phenylpyridine is used as a key intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and drug candidates. Its unique structure allows for the creation of a wide range of biologically active compounds, enhancing the therapeutic potential of medications.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Bromo-4-phenylpyridine serves as an essential component in the synthesis of various agrochemicals, playing a crucial role in the development of effective and targeted pest control solutions.
Used in Organic Synthesis:
3-Bromo-4-phenylpyridine is utilized as a versatile building block in organic synthesis, enabling the preparation of a diverse array of biologically active compounds with potential applications in medicine, agriculture, and other fields.
Used in Research and Development:
3-BROMO-4-PHENYLPYRIDINE is employed as a valuable tool in the study of organic chemistry, particularly in the pharmaceutical industry, where it aids in the exploration of new drug mechanisms and the advancement of chemical reaction methodologies.
Used as a Key Reagent:
3-Bromo-4-phenylpyridine functions as a key reagent in a variety of chemical reactions, facilitating the synthesis of complex organic molecules and contributing to the advancement of synthetic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 88345-89-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,8,3,4 and 5 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 88345-89:
(7*8)+(6*8)+(5*3)+(4*4)+(3*5)+(2*8)+(1*9)=175
175 % 10 = 5
So 88345-89-5 is a valid CAS Registry Number.
InChI:InChI=1/C11H8BrN/c12-11-8-13-7-6-10(11)9-4-2-1-3-5-9/h1-8H

88345-89-5SDS

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 3-bromo-4-phenylpyridine

1.2 Other means of identification

Product number -
Other names 4-Phenyl-3-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:88345-89-5 SDS

88345-89-5Relevant academic research and scientific papers

NOVEL ORGANIC COMPOUND AND MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES COMPRISING THE SAME AND ORGANIC ELECTROLUMINESCENT DEVICES COMPRISING THE SAME

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Paragraph 0230-0234, (2020/11/24)

The present invention provides a novel organic compound represented by chemical formula 1, a material for an organic electroluminescent device including the organic compound, and an organic electroluminescent device. The present invention can improve thermal stability, color purity, and device life.

Syntheses of Benzofuranoquinolines and Analogues via Photoinduced Acceptorless Dehydrogenative Annulation of o-Phenylfuranylpyridines

Fan, Jinming,Zhang, Wei,Gao, Wangxi,Wang, Tao,Duan, Wei-Liang,Liang, Yong,Zhang, Zunting

supporting information, p. 9183 - 9187 (2019/11/13)

A strategy for the syntheses of benzofuranoquinolines and its analogues via the irradiation of o-phenylfuranyl/thienylpyridines/pyrimidines in DCM with UV light at rt under an argon atmosphere is described. The mechanism of this reaction through the proce

Silver-Catalyzed Minisci Reactions Using Selectfluor as a Mild Oxidant

Galloway, Jordan D.,Mai, Duy N.,Baxter, Ryan D.

supporting information, p. 5772 - 5775 (2017/11/10)

A new method for silver-catalyzed Minisci reactions using Selectfluor as a mild oxidant is reported. Heteroarenes and quinones both participate in radical C-H alkylation and arylation from a variety of carboxylic and boronic acid radical precursors. Several oxidatively sensitive and highly reactive radical species are successful, providing structures that are challenging to access by other means.

Iron-mediated direct arylation with arylboronic acids through an aryl radical transfer pathway

Wang, Jian,Wang, Shan,Wang, Gao,Zhang, Ji,Yu, Xiao-Qi

supporting information, p. 11769 - 11771 (2013/01/15)

A novel iron-mediated direct C-H arylation of quinones and pyridine analogues with arylboronic acids has been developed using dichloromethane and water as solvents at ambient temperature. FeS is employed and serves as an efficient catalyst. A detailed reaction mechanism is speculated and expounded.

A Pd(II)-catalyzed ring-expansion reaction of cyclic 2-azidoalcohol derivatives: Synthesis of azaheterocycles

Chiba, Shunsuke,Xu, Yan-Jun,Wang, Yi-Feng

supporting information; experimental part, p. 12886 - 12887 (2009/12/06)

(Chemical Equation Presented) A Pd(II)-catalyzed ring expansion-reaction of cyclic 2-azidoalcohol derivatives was found to proceed via an unprecedented C-C bond cleavage-C-N bond formation sequence, providing substituted azaheterocycles.

Novel CDK inhibition profiles of structurally varied 1-aza-9-oxafluorenes

Voigt, Burkhardt,Meijer, Laurent,Lozach, Olivier,Sch?chtele, Christoph,Totzke, Frank,Hilgeroth, Andreas

, p. 823 - 825 (2007/10/03)

A series of 1-aza-9-oxafluorenes with functionally varied 3-substituents have been prepared from N-phenoxycarbonyl-4-phenyl-1,4-dihydropyridines and p-benzoquinone and biologically evaluated as inhibitors of various cyclin-dependant kinases. The absence o

Regioselective Addition ofd Copper-Zinc Aryl Organometallic Reagents to 3-substituted Pyridinium Salts

Shiao, Min-Jen,Chia, Win-Long,Shing, Tai-Li,Chow, Tahsin J.

, p. 2101 - 2121 (2007/10/02)

A number of 3-substituted pyridinium salts are subjected to nucleophilic addition by copper-zinc aryl organometallic reagents.The adducts are oxidized subsequently to form the corresponding 4-arylpyridines.In all the cases 1,4-addition products are obtained predominantly.The regioselectivity can be rationalized according to the hard-soft acid-base principle.Calculations on both charge distributions and FMO coefficients indicate that these reactions may be classified on the basis of the type of soft acid-soft base reactions.The observed γ-attack complies very well with the orientation of the FMO coefficients as estimated by a semiempirical method.

Regioselective Arylation of 3-Bromopyridine

Comins, Daniel L.,Mantlo, Nathan B.

, p. 1239 - 1243 (2007/10/02)

The addition of aryl Grignard reagents to the 1-phenoxycarbonyl salt of 3-bromopyridine affords 2-aryl-5-bromo-1-phenoxycarbonyl-1,2-dihydropyridines and 4-aryl-3-bromo-1-phenoxycarbonyl-1,4-dihydropyridines.The crude dihydropyridines were aromatized with o-chloranil in refluxing toluene to give 4- and 6-aryl-3-bromopyridines.The regioselectivity of this two-step process, 6- vs. 4-substitution, was examined and found to be dependent upon the structure of the Grignard reagent.Unhindered aryl Grignard reagents, e.g., phenyl and 2-naphthyl, gave mainly 6-aryl-3-bromopyridines (49-52percent) along with 9percent of the 4-substituted isomer and less than 4percent of the 2-aryl-3-bromopyridine.Hindered aryl Grignard reagents, e.g., o-tolyl and 1-naphthyl, are less regioselective.When a catalytic amount of cuprous iodide is present during the Grignard reaction, nearly exclusive 1,4-addition results.The crude 4-aryl-3-bromo-1,4-dihydropyridines were aromatized with p-chloranil to provide 4-aryl-3-bromopyridines in good yield and high isomeric purity.The sequential use of the cuprous iodide-catalyzed Grignard reaction and the "normal" Grignard reaction provided a regiospecific synthesis of 3-bromo-6-(p-methoxyphenyl)-4-phenylpyridine from 3-bromopyridine.

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