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

Chemical Properties

Colorless solid

Uses

Different sources of media describe the Uses of 57381-39-2 differently. You can refer to the following data:
1. 2-Bromo-5-fluorobenzonitrile is used in the synthesis of pyrimidine functional compounds acting as GABAAα2/α3 binding site agonists used in the treatment of anxiety disorders.
2. 2-Bromo-5-fluorobenzonitrile may be used in the preparation of 5-chloro-4,2?-difluorobiphenyl-2-carbonitrile.

General Description

2-Bromo-5-fluorobenzonitrile can be prepared from 3-fluorobenzonitrile vial bromination using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH).. It undergoes palladium-catalyzed Suzuki coupling with boronic acid derivative to form corresponding biaryl.

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 
• 134603-86-4 2-Cyano-4-fluoro-4'-methylbiphenyl 
• 461451-63-8 5-fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzonitrile 
• 410086-27-0 7-fluoroisoquinoline-1(2H)-one 
• 1006-33-3 1-(2′-bromo-5′-fluorophenyl)ethan-1-one 
• 1006-34-4 2-bromo-5-fluorobenzamide 

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.