851368-08-6

Basic information

• Product Name: 2-BROMO-1-FLUORO-3-IODOBENZENE
• Synonyms: 2-BROMO-1-FLUORO-3-IODOBENZENE;2-Bromo-3-fluoroiodobenzene;1-bromo-2-fluoro-6-iodobenzene
• CAS NO: 851368-08-6
• Molecular Formula: C₆H₃BrFI
• Molecular Weight: 300.89
• Mol File: 851368-08-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 35-36 °C(Solv: ethanol (64-17-5))
• Boiling Point: 243℃
• Flash Point: 101℃
• Appearance: /
• Density: 2.281
• Vapor Pressure: 0.0507mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 2-BROMO-1-FLUORO-3-IODOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1-FLUORO-3-IODOBENZENE(851368-08-6)
• EPA Substance Registry System: 2-BROMO-1-FLUORO-3-IODOBENZENE(851368-08-6)

Safety Data

• Hazardous Substances Data: 851368-08-6(Hazardous Substances Data)

Usage

General Description

2-Bromo-1-fluoro-3-iodobenzene is a chemical compound with the molecular formula C6H3BrFI. It is a halo-substituted benzene derivative containing bromine, fluorine, and iodine atoms. 2-Bromo-1-fluoro-3-iodobenzene is commonly used as a building block in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. It is also used as a reagent in various chemical reactions, such as Suzuki-Miyaura cross-coupling reactions and metal-catalyzed C-H bond functionalization. 2-Bromo-1-fluoro-3-iodobenzene is a valuable and versatile compound in the field of organic chemistry due to its unique combination of halogen substituents, making it a key component in the development of new molecules and materials.

InChI:InChI=1/C6H3BrFI/c7-6-4(8)2-1-3-5(6)9/h1-3H

Upstream product

• 98968-72-0 tert-butyl 2-fluorophenylcarbamate 
• 908600-92-0 (2-fluoro-6-iodophenyl)carbamic acid tert-butyl ester 
• 111721-75-6 2-bromo-3-fluoroaniline 
• 17809-36-8 2-fluoro-6-nitroaniline 
• 1121-86-4 1-Fluoro-3-iodobenzene 

Downstream Products

• 2252-37-1 2-bromo-6-fluorobenzoic acid 
• 111771-08-5 2-fluoro-6-iodobenzoic acid 
• 132715-69-6 2-bromo-3-fluoro-benzoic acid 
• 1011484-22-2 4-fluoro-3-methyl-1H-indole 
• 1326714-57-1 3-bromo-2-fluoro-4-iodobenzaldehyde 
• 1326714-60-6 7-bromo-6-iodobenzo[d]isothiazole 
• 1326714-58-2 3-bromo-2-tert-butylsulfanyl-4-iodobenzaldehyde 
• 1326714-59-3 3-bromo-2-tert-butylsulfanyl-4-iodobenzaldehyde oxime 

Relevant articles and documents

Preparation method of 1-fluoro-2-bromo-iodobenzene

The invention provides a preparation method of 1-fluoro-2-bromo-iodobenzene. The method comprises the steps that 1-fluorine-2-amidogen-3-nitrobenzene is used as a raw material, 1-fluorine-2-bromine-3-nitrobenzene is obtained through a diazotization and bromination reaction, 1-fluoro-2-bromo-aminobenzene is obtained through a following reduction reaction, and then 1-fluoro-2-bromo-iodobenzene is obtained through a diazotization and iodination reaction. According to the preparation method, under the acidic condition, 1-fluoro-2-bromo-aminobenzene and sodium nitrite react in a solvent, hydrogen iodide or iodate is added to the mixed solution, and 1-fluoro-2-bromo-iodobenzene is obtained through a reaction. The preparation method of 1-fluoro-2-bromo-iodobenzene is high in safety, mild in reaction condition, low in cost, easy to operate and industrialize and high in utilization rate of iodine.

Palladium-catalyzed aryl amination-heck cyclization cascade: A one-flask approach to 3-substituted indoles

(Chemical Equation Presented) Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme). dba = dibenzylideneacetone, dppf = 1,1′-bis(diphenylphospanyl)ferrocene.