57381-39-2

Basic information

• Product Name: 2-Bromo-5-fluorobenzonitrile
• Synonyms: 2 - broMine - 5 - fluorine benzene nitriles;Bromo-5-fluorobenzonitrile;2-BROMO-5-FLUOROBENZONITRILE;Bromofluorobenzonitrile2;2-Bromo-5-fluorobenzonitrile 99%;2-Bromo-5-fluorobenzonitrile99%;2-Bromo-5-fluorobenzonitrile, 98+%
• CAS NO: 57381-39-2
• Molecular Formula: C₇H₃BrFN
• Molecular Weight: 200.01
• EINECS: 260-711-9
• Product Categories: Chemical Synthesis;Fluorinated Building Blocks;Nitrogen Compounds;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Fluorine series;Aromatic Nitriles;Nitrile;Bromine Compounds;Fluorine Compounds;Nitriles;Benzenes;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds;Aryl Fluorinated Building Blocks;Building Blocks;C6 to C7;C7
• Mol File: 57381-39-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 92-95 °C(lit.)
• Boiling Point: 251.2 °C at 760 mmHg
• Flash Point: 105.722 °C
• Appearance: /
• Density: 1.695 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in methanol.
• BRN: 8678330
• CAS DataBase Reference: 2-Bromo-5-fluorobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-5-fluorobenzonitrile(57381-39-2)
• EPA Substance Registry System: 2-Bromo-5-fluorobenzonitrile(57381-39-2)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22
• Safety Statements: 26-36
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 57381-39-2(Hazardous Substances Data)

Usage

Description

2-Bromo-5-fluorobenzonitrile is an organic compound characterized by its colorless solid appearance. It can be synthesized from 3-fluorobenzonitrile through bromination using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH). 2-Bromo-5-fluorobenzonitrile has the ability to undergo palladium-catalyzed Suzuki coupling with boronic acid derivatives, leading to the formation of corresponding biaryls.

Uses

Used in Pharmaceutical Industry:
2-Bromo-5-fluorobenzonitrile is used as a synthetic intermediate for the development of pyrimidine functional compounds. These compounds act as GABAAα2/α3 binding site agonists, which are crucial in the treatment of anxiety disorders. 2-Bromo-5-fluorobenzonitrile's role in this application is to facilitate the creation of medications that can help alleviate anxiety symptoms by targeting specific receptors in the brain.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Bromo-5-fluorobenzonitrile may be utilized in the preparation of 5-chloro-4,2'-difluorobiphenyl-2-carbonitrile. This application highlights the compound's versatility as a building block for creating various complex organic molecules, which can be further used in different industries, such as pharmaceuticals, materials science, or agrochemicals.

InChI:InChI=1/C7H3BrFN/c8-7-2-1-6(9)3-5(7)4-10/h1-3H

Upstream product

• 403-54-3 m-Fluorobenzonitrile 

Downstream Products

• 256951-75-4 4-(2-cyano-4-fluorophenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 1226772-07-1 6-bromo-2-(dicyclohexyl-hydroxy-methyl)-3-fluorobenzonitrile 
• 1426854-83-2 5-fluoro-1-phenyl-1H-indazol-3-amine 
• 1609162-59-5 5-fluoro-2-((4-methoxyphenyl)ethynyl)benzonitrile 
• 1609162-41-5 ethyl 1-amino-7-fluoro-3-p-tolyl-2-naphthoate 
• 1609162-42-6 ethyl 1-amino-3-(4-chlorophenyl)-7-fluoro-2-naphthoate 
• 1609162-65-3 5-fluoro-2-(3-hydroxyprop-1-ynyl)benzonitrile 
• 371945-79-8 6-fluoro-2-phenyl-3H,4H-quinazolin-4-one 
• 1450922-14-1 4-(2-cyano-4-fluorophenyl)-N-(thiazol-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonamide 
• 1299474-33-1 2-[((4aS,5R)-4a-ethyl-5-hydroxy-1-phenyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl)ethynyl]-5-fluorobenzonitrile 

Relevant articles and documents

Facile Synthesis of 2-Bromo-3-fluorobenzonitrile: An Application and Study of the Halodeboronation of Aryl Boronic Acids

A scaleable synthesis of 2-bromo-3-fluorobenzonitrile via the NaOMe-catalyzed bromodeboronation of 2-cyano-6-fluorophenylboronic acid was developed. The generality of this transformation was demonstrated through the halodeboronation of a series of aryl boronic acids. Both aryl bromides and aryl chlorides were formed in good to excellent yields when the corresponding aryl boronic acid was treated with 1,3-dihalo-5,5-dimethylhydantoin and 5 mol % NaOMe.