179897-89-3

Basic information

• Product Name: 5-Bromo-2-fluorobenzonitrile
• Synonyms: Benzonitrile, 5-broMo-2-fluoro-;2-Fliuoro-5-broMo Benzonitrile;2- fluorine-5-broMoxynil;5-BROMO-2-FLUOROBENZONITRILE;2-Fluoro-5-bromobenzonitrile;5-Bromo-2-fluorobenzonitrile 98%;5-Bromo-2-fluorobenzonitrile98%;5-Bromo-2-fluorobenzonitrile,97%
• CAS NO: 179897-89-3
• Molecular Formula: C₇H₃BrFN
• Molecular Weight: 200.01
• Product Categories: Fluorine series;cyanide| alkyl bromide| alkyl Fluorine;Febuxostat;Fluorobenzene;Aromatic Nitriles;Nitrile;Miscellaneous;Bromine Compounds;Fluorine Compounds;Nitriles;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 179897-89-3.mol

Chemical Properties

• Melting Point: 76-81 °C
• Boiling Point: 220.4 °C at 760 mmHg
• Flash Point: 87.1 °C
• Appearance: white to off-white powder or crystals
• Density: 1.7286 (rough estimate)
• Vapor Pressure: 0.114mmHg at 25°C
• Refractive Index: 1.5320 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• BRN: 7701063
• CAS DataBase Reference: 5-Bromo-2-fluorobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-fluorobenzonitrile(179897-89-3)
• EPA Substance Registry System: 5-Bromo-2-fluorobenzonitrile(179897-89-3)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22-36
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 179897-89-3(Hazardous Substances Data)

Usage

Uses

5-Bromo-2-fluorobenzonitrile is used as an intermediate in the synthesis of various organic compounds for different applications across multiple industries.
Used in Pharmaceutical Industry:
5-Bromo-2-fluorobenzonitrile is used as a key intermediate for the preparation of pharmaceutical compounds, such as (E)-5-(2-cyclopropylvinyl)-2-fluorobenzonitrile and methyl-3-amino-5-bromobenzo[b]thiophene-2-carboxylate. These compounds are essential in the development of new drugs targeting various medical conditions.
Used in Chemical Research:
In the field of chemical research, 5-Bromo-2-fluorobenzonitrile serves as a building block for the synthesis of complex organic molecules, including (S)-[2-[5-(3-cyano-4-fluoro-phenyl)-pyridin-3-yloxy]-1-(1H-indol-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester. 5-Bromo-2-fluorobenzonitrile is crucial for advancing scientific understanding and potentially leading to new discoveries in chemistry.
Used in Material Science:
5-Bromo-2-fluorobenzonitrile is utilized as a precursor in the development of novel materials, such as 4-fluoro-3-cyano-3′-tributyltinbenzhydrol and 4-fluoro-3-cyano-3′-iodobenzhydrol. These materials have potential applications in various industries, including electronics, coatings, and adhesives, due to their unique properties.

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

Upstream product

• 202865-65-4 C₇H₅BrFNO 
• 93777-26-5 5-bromo-2-fluorobenzaldehyde 

Downstream Products

• 171050-06-9 3-cyano-4-fluorobenzoic acid 
• 224053-24-1 5-bromo-2-{3-[2-(4-dimethylamino-piperidin-1-yl)-ethyl]-benzo[b]thiophen-2-ylmethoxy}-benzonitrile 
• 791846-40-7 tert-butyl 4-(4-bromo-2-cyanophenyl)piperazine-1-carboxylate 
• 775351-57-0 2-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile 
• 911305-50-5 (S)-[2-[5-(3-cyano-4-fluorophenyl)pyridin-3-yloxy]-1-(1H-indol-3-ylmethyl)ethyl]carbamic acid tert-butyl ester 
• 676137-86-3 2-Fluoro-5-isobutyl-benzonitrile 
• 1003020-29-8 5-bromo-2-(2-chlorophenylamino)benzonitrile 
• 1003020-50-5 tert-butyl 4-(4-bromo-2-cyanophenylamino)piperidine-1-carboxylate 
• 925672-89-5 5-bromo-2-(cyanomethyl)benzonitrile 
• 925672-86-2 C₉H₆Br₂N₂ 
• 214210-21-6 3-cyano-4-fluorophenylboronic acid 
• 676602-31-6 3-cyano-4-fluorobenzoic acid methyl ester 
• 218301-22-5 2-fluoro-5-formylbenzonitrile 
• 474710-24-2 tert-butyl 4-(3-cyano-4-fluorophenyl)piperazine-1-carboxylate 

Relevant articles and documents

Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO

A simple, mild, and practical process for direct conversion of aldehydes to nitriles was developed feathering a wide substrate scope and great functional group tolerability (52 examples, over 90% yield in most cases) using inorganic reagents (NH2OH/Na2CO3/SO2F2) in DMSO. This method allows for transformations of readily available, inexpensive, and abundant aldehydes to highly valuable nitriles in a pot, atom, and step-economical manner without transition metals. This protocol will serve as a robust tool for the installation of cyano-moieties to complicated molecules.

Fragment-based discovery of JAK-2 inhibitors

Fragment-based hit identification coupled with crystallographically enabled structure-based drug design was used to design potent inhibitors of JAK-2. After two iterations from fragment 1, we were able to increase potency by greater than 500-fold to provide sulfonamide 13, a 78-nM JAK-2 inhibitor.