1121-86-4

Basic information

• Product Name: 1-Fluoro-3-iodobenzene
• Synonyms: 3-Fluoroiodobenzene (stabilized with Copper chip);1-Fluoro-3-iodobenzene, 98+%;Benzene, 1-fluoro-3-iodo-;1-Iodo-3-fluorobenzene;3-Fluoro-1-iodobenzene;1-Fluoro-3-iodobenzene,99%;1-Fluoro-3-iodobenzene (stabilized with Copper chip);1-Fluoro-3-iodobenzene,97%
• CAS NO: 1121-86-4
• Molecular Formula: C₆H₄FI
• Molecular Weight: 222
• EINECS: 214-339-9
• Product Categories: Aryl;C6;Halogenated Hydrocarbons;Fluorinated benzene series;Aromatic Hydrocarbons (substituted) & Derivatives;Benzene series;Miscellaneous;Fluorine Compounds;Iodine Compounds
• Mol File: 1121-86-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: -42°C
• Boiling Point: 77-78 °C19 mm Hg(lit.)
• Flash Point: 153 °F
• Appearance: Clear yellow or pink/Liquid
• Density: 1.89 g/mL at 25 °C(lit.)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.584(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive: Light Sensitive
• BRN: 2039305
• CAS DataBase Reference: 1-Fluoro-3-iodobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Fluoro-3-iodobenzene(1121-86-4)
• EPA Substance Registry System: 1-Fluoro-3-iodobenzene(1121-86-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 1121-86-4(Hazardous Substances Data)

Usage

Description

1-Fluoro-3-iodobenzene is an organic compound that features a benzene ring with a fluorine atom at the 1st position and an iodine atom at the 3rd position. It is characterized by its clear yellow or pink liquid appearance and is known for its participation in palladium-catalyzed hydroarylation of arylpropiolamides, which is a significant reaction in organic synthesis.

Uses

Used in Pharmaceutical Industry:
1-Fluoro-3-iodobenzene is used as a key intermediate for the synthesis of 4-substituted benzo[b]thiophene-2-carboxamidines. These compounds are important in the development of pharmaceuticals, particularly for the preparation of methyl 4-iodobenzo[b]thiophene-2-carboxylate, which serves as a crucial step in the production of various drug molecules.
Used in Organic Synthesis:
1-Fluoro-3-iodobenzene is utilized as a reactant in palladium-catalyzed hydroarylation of arylpropiolamides. This reaction is a valuable method for the formation of carbon-carbon bonds in organic chemistry, allowing for the creation of complex molecular structures that are essential in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and advanced materials.

InChI:InChI=1/C6H5BBrFO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,10-11H

Upstream product

• 768-35-4 3-fluorophenylboronic acid 
• 462-06-6 fluorobenzene 
• 626-01-7 3-Iodoaniline 
• 57606-65-2 m-fluorophenyl trifluoromethanesulfonate 
• 128254-27-3 2-Fluoro-1,4-bis-trimethylsilanyl-benzene 
• 372-19-0 meta-fluoroaniline 
• 108-95-2 phenol 
• 7217-41-6 (3-fluorophenyl)trimethylsilane 
• 20460-04-2 m-Fluor-benzoldiazonium-ion 

Downstream Products

• 696-39-9 1-fluoro-3-ethylbenzene 
• 40154-91-4 1-fluoro-3-phenylsulfanyl-benzene 
• 197231-94-0 3-(3-fluorophenyl)-N-methylpropiolamide 
• 197239-54-6 3-(3-fluorophenyl)prop-2-yn-1-ol 
• 124643-49-8 2-((3-fluorophenyl)ethynyl)aniline 
• 221909-96-2 3-(2-amino-phenyl)-1-(3-fluoro-phenyl)-propynone 
• 395639-65-3 3-chloro-1-(2-fluoro-4-iodophenyl)propan-1-one 
• 395639-66-4 3-chloro-1-(4-fluoro-2-iodophenyl)propan-1-one 
• 851368-08-6 1-bromo-2-fluoro-6-iodobenzene 
• 29778-28-7 1-fluoro-3-(2-phenylethynyl)benzene 
• 952594-46-6 methyl 2-(2-((3-fluorophenyl)ethynyl)phenyl)acetate 
• 952594-51-3 methyl 2-((3-fluorophenyl)ethynyl)benzoate 

Relevant articles and documents

Synthesis of biaryl compounds via Suzuki homocoupling reactions catalyzed by metal organic frameworks encapsulated with palladium nanoparticles

Heterogeneous homocoupling reactions of phenylboronic acids were greatly accelerated via Suzuki homocoupling reactions. In this work, a tandem route was designed which firstly one part of phenylboronic acids reacted with iodine to form iodobenzenes, then another part of phenylboronic acids coupled with iodobenzenes to produce biaryl compounds. The tandem reaction were catalyzed by a bifunctional heterogeneous catalyst of metal organic frameworks encapsulated with palladium nanoparticles (Pd?MOFs). This strategy for forming symmetric C-C bond between benzene rings has obvious advantages such as high efficiency, easy separation, good recyclability and no addition of toxic halogenated benzene.

Electrochemical Synthesis of Aryl Iodides by Anodic Iododesilylation

An electrochemical access to iodinated aromatic compounds starting from trimethylsilyl-substituted arenes is presented. By design of experiments, highly efficient and mild conditions were identified for a wide range of substrates. A functional group stability test and the synthesis of an important 3-iodobenzylguanidine radiotracer illustrate the scope of this process.

Application of trivalent iodine compounds as catalysts in Bal-Schiemann reaction

The invention discloses an application of trivalent iodine compounds shown in formula I and/or II in the description and used as catalysts in Bal-Schiemann reaction. The trivalent iodine compounds areused as the catalysts in the Bal-Schiemann reaction, so that the Bal-Schiemann reaction can be conducted at room temperature or near room temperature when a thermochemical method is used, and the reaction has mild reaction conditions, wide substrate use range and short reaction time, and is safe and easy to operate, products are easy to separate, and raw materials are simple and low in toxicity.