5243-24-3

Basic information

• Product Name: 2,3,5,6-TETRAFLUOROIODOBENZENE
• Synonyms: 2,3,5,6-TETRAFLUOROIODOBENZENE;1-Iodo-4H-tetrafluorobenzene;3-Iodo-1,2,4,5-tetrafluorobenzeneene, 4-Iodo-1H-tetrafluorobenzene;WCDGZBXJPUDDGP-UHFFFAOYSA-N
• CAS NO: 5243-24-3
• Molecular Formula: C₆HF₄I
• Molecular Weight: 275.97
• Mol File: 5243-24-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 177.3°C at 760 mmHg
• Flash Point: 65.7°C
• Appearance: /
• Density: 2.15g/cm³
• Vapor Pressure: 1.41mmHg at 25°C
• Refractive Index: 1.521
• CAS DataBase Reference: 2,3,5,6-TETRAFLUOROIODOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-TETRAFLUOROIODOBENZENE(5243-24-3)
• EPA Substance Registry System: 2,3,5,6-TETRAFLUOROIODOBENZENE(5243-24-3)

Safety Data

• Hazardous Substances Data: 5243-24-3(Hazardous Substances Data)

Usage

Uses

1-Iodo-2,3,5,6-tetrafluorobenzene was characterized and showed relative thermal stabilities and low-lying HOMO levels which are potentials useful for hole-?transporting materials in OLEDs.

InChI:InChI=1/C6HF4I/c7-2-1-3(8)5(10)6(11)4(2)9/h1H

Upstream product

• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 392-57-4 1,4-diiodo-2,3,5,6-tetrafluorobenzene 
• 652-18-6 2,3,5,6-tetrafluorobenzoic acid 
• 827-15-6 1,2,3,4,5-pentafluoro-6-iodobenzene 
• 75-77-4 chloro-trimethyl-silane 
• 10269-06-4 4-iodotetrafluorophenylhydrazine 

Downstream Products

• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 20083-07-2 1-trimethylsilyl-2,3,5,6-tetrafluorobenzene 
• 220991-61-7 N-(2’3’5’6’-tetrafluorophenyl)-5-ethylindol-2-one 
• 3883-86-1 2,2',3,3',5,5',6,6'-octafluoro-1,1'-biphenyl 
• 505058-38-8 3,3′,4,4′,5,5′-hexafluoro-1,1′-biphenyl 
• 61794-52-3 1,4-Bis-(3'-hydroxyprop-1'-inyl)-tetrafluorbenzol. 
• 61794-51-2 1-(2,3,5,6-tetrafluorophenyl)-1-propyn-3-ol 

Relevant articles and documents

Transition-Metal-Free Decarboxylative Iodination: New Routes for Decarboxylative Oxidative Cross-Couplings

Constructing products of high synthetic value from inexpensive and abundant starting materials is of great importance. Aryl iodides are essential building blocks for the synthesis of functional molecules, and efficient methods for their synthesis from chemical feedstocks are highly sought after. Here we report a low-cost decarboxylative iodination that occurs simply from readily available benzoic acids and I2. The reaction is scalable and the scope and robustness of the reaction is thoroughly examined. Mechanistic studies suggest that this reaction does not proceed via a radical mechanism, which is in contrast to classical Hunsdiecker-type decarboxylative halogenations. In addition, DFT studies allow comparisons to be made between our procedure and current transition-metal-catalyzed decarboxylations. The utility of this procedure is demonstrated in its application to oxidative cross-couplings of aromatics via decarboxylative/C-H or double decarboxylative activations that use I2 as the terminal oxidant. This strategy allows the preparation of biaryls previously inaccessible via decarboxylative methods and holds other advantages over existing decarboxylative oxidative couplings, as stoichiometric transition metals are avoided.

Method for producing tetrakis ( fluoroaryl) borate-magnesium compound

Fluoroaryl magnesium halide is reacted with a boron compound so that a molar ratio of the fluoroaryl magnesium halide to the boron compound is not less than 3.0 and not more than 3.7, so as to produce a tetrakis (fluoroaryl) borate·magnesium compound. With this method, there occurs no hydrogen fluoride which corrodes a producing apparatus and requires troublesome waste water treatment.

Reactions of polyfluoroaromatic compounds with electrophilic agents in the presence of tris(dialkylamino)phosphine: 6. * Reactions of halogenotetrafluorobenzenes RC6F4X (X = Cl, Br, or I) with chlorotrimethylsilane

The rate of replacement of the halogen atom in isomers of RC6F4X (X = Cl, Br, or I) by the SiMe3 group under the action of Me3SiCl and P(NEt2)3 depends on the nature and the mutual arrangement of the substituents X and R. In addition to silyldehalogenation, compounds C6HF4X (X = Br or I) undergo silyldeprotonation and reduction to tetrafluorobenzenes.