2265-93-2

Usage

Uses

Used in Chemical Synthesis:
2,4-Difluoroiodobenzene is used as a key intermediate in the synthesis of various organic compounds due to its reactivity in arylation reactions with NH-heterocycles. Its ability to form aryl-heterocycle complexes makes it a valuable building block in the development of novel chemical entities.
Used in Pharmaceutical Industry:
2,4-Difluoroiodobenzene is used as a starting material for the preparation of pharmaceutical compounds. For instance, it can be used to synthesize 1,2,4-tris(1H-pyrazolyl)benzene, which is achieved by reacting with pyrazole catalyzed by Cu2O, salicylaldoxime, and Cs2CO3 in acetonitrile. 2,4-Difluoroiodobenzene may have potential applications in the development of new drugs or drug candidates.
Used in the Synthesis of 3-(2,4-difluorophenyl)-2-propyn-1-ol:
2,4-Difluoroiodobenzene is used as a reactant in the preparation of 3-(2,4-difluorophenyl)-2-propyn-1-ol, a compound that may have potential applications in the field of organic chemistry and material science.
Used in the Synthesis of N-(2-((2,4-difluorophenyl)thio)-4-oxo-4,5-dihydro-3H-pyrimido[5,4-b]indol-3-yl)methanesulfonamide:
2,4-Difluoroiodobenzene is also utilized in the synthesis of N-(2-((2,4-difluorophenyl)thio)-4-oxo-4,5-dihydro-3H-pyrimido[5,4-b]indol-3-yl)methanesulfonamide, a complex organic molecule that could be relevant in the development of new pharmaceuticals or chemical products.

InChI:InChI=1/C6H3F2I/c7-4-1-2-6(9)5(8)3-4/h1-3H

Upstream product

• 367-25-9 2,4-difluorophenylamine 
• 13697-89-7 2,6-difluoroiodobenzene 
• 75-05-8 acetonitrile 
• 372-18-9 1,3-Difluorobenzene 
• 144025-03-6 2,4-difluorophenylboronic acid 
• 446-35-5 2,4-Difluoronitrobenzene 

Downstream Products

• 55258-69-0 2,4-Difluoro-1-(4-isopropyl-phenoxy)-benzene 
• 55258-73-6 1-(4-tert-Butyl-phenoxy)-2,4-difluoro-benzene 
• 624-75-9 iodoacetonitrile 
• 372-18-9 1,3-Difluorobenzene 
• 208709-97-1 2-tert-Butoxycarbonylamino-5-(2,4-difluoro-phenyl)-pent-4-ynoic acid methyl ester 
• 464216-86-2 2,4-difluoro-N-(3-methylphenyl)aniline 
• 1583-58-0 2,4-difluoro-benzoic acid 
• 895569-77-4 4-[2-(2,4-difluoro-phenyl)-ethyl]-pyridine 
• 76838-63-6 1-Benzoyl-3-(2',4'-difluoro-biphenyl-2-yl)-thiourea 
• 2969-67-7 2,5,7-trifluorofluorenone 
• 3127-59-1 2,4-Difluor-7-nitro-9-oxo-fluoren 
• 2969-69-9 2-Amino-5.7-difluor-9-oxo-fluoren 

Relevant academic research and scientific papers

Metal-free iodination of arylboronic acids and the synthesis of biaryl derivatives

A simple, general and efficient method is developed for the metal-free iodination of arylboronic acids. The protocol uses very cheap molecular iodine as the halide source and potassium carbonate as the base. The method is highly tolerant of various functional groups present in the substrates. Importantly, the iodination strategy can also be applied very effectively in the one-pot, two-step synthesis of biaryl derivatives. Georg Thieme Verlag Stuttgart New York.

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.

The basicity gradient-driven migration of iodine: Conferring regioflexibility on the substitution of fluoroarenes

Six different fluoroarenes were submitted to the same transformations. Direct deprotonation with alkyllithium or lithium dialkylamide as reagents and subsequent carboxylation afforded the acids 1, 6, 11, 16, 18, and 23. If the aryllithium intermediate was trapped with iodine rather than with dry ice, an iodofluoroarene (2, 7, 12, 17, 19, and 24) was formed. This, upon treatment with lithium diisopropylamide, underwent deprotonation and iodine migration. The resulting new aryllithium species was intercepted either by carboxylation, to give the acids 3, 8, 13, 20, and 25, or by neutralization, to produce the iodofluoroarenes 4, 9, 14, 21, and 26. The latter family of compounds was converted into another set of acids 5, 10, 15, 22, and 27 by subsequent treatment with butyllithium or isopropylmagnesium chloride and carbon dioxide. ( Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

The Photolyses of 2,6- and 2,4-Difluorohalobenzenes

Photolyses of 2,6- and 2,4-difluorobromobenzenes in acetonitrile gave isomerized and brominated products in addition to 1,3-difluorobenzene produced by the dehalogenation.The reactions were compared with similar reactions of the corresponding chloro- and iodoarenes.In general, photolytic cleavage of the C-X bond of 2,6-difluorohalo(X)benzene was shown to proceed more easily than the corresponding 2,4-difluorohalo compound.