83846-48-4

Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-4-IODOTOLUENE is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a versatile building block in the development of new drugs.
Used in Chemical Research:
2-CHLORO-4-IODOTOLUENE is utilized in chemical research as a model compound to study the reactivity and properties of halogenated aromatic compounds. It can provide insights into the behavior of similar compounds and contribute to the advancement of organic chemistry.
Used in the Identification of Antibacterial Agents:
2-CHLORO-4-IODOTOLUENE finds its application in the identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity. This agent has potential use in the treatment of cutaneous diseases, offering a new avenue for therapeutic intervention in skin conditions.

InChI:InChI=1/C7H6ClI/c1-5-2-3-6(9)4-7(5)8/h2-4H,1H3

Upstream product

• 95-49-8 2-methylchlorobenzene 
• 591-50-4 iodobenzene 
• 95-74-9 3-chloro-p-toluidine 

Downstream Products

• 515157-47-8 B,B-bis(3-chloro-4-methylphenyl)borinic acid 
• 19482-08-7 3-chloro-4-methyl-1,1'-biphenyl 
• 135049-84-2 4-bromomethyl-3-chloroiodobenzene 
• 74483-47-9 2-Chloro-4-(trifluoromethyl)toluene 
• 445303-10-6 2-(3-chloro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 219767-56-3 5-bromo-3-(2-chloro-4-(thiophen-2-yl)benzyl)-2-methyl-3H-imidazo[4,5-b]pyridine 
• 219767-54-1 2-chloro-4-(thiophen-2-yl)benzyl bromide 
• 219767-62-1 3-[2-chloro-4-(5-chlorothiophen-2-yl)benzyl]-2,7-dimethyl-3H-imidazo[4,5-b]pyridine-5-carboxylic acid 
• 219767-59-6 3-(2-chloro-4-phenylbenzyl)-2,7-dimethyl-3H-imidazo[4,5-b]pyridine-5-carboxylic acid 
• 219767-60-9 3-[2-chloro-4-(thiophen-2-yl)benzyl]-2,7-dimethyl-3H-imidazo[4,5-b]pyridine-5-carboxylic acid 

Relevant academic research and scientific papers

A simple and efficient iodination of aromatic compounds using I2/Choline Chloride/K2S2O8

A simple and efficient method for the iodination of aromatic compounds has been achieved in the presence of molecular iodine, choline chloride and potassium peroxodisulfate at 65 °C in acetonitrile. The rate of conversion of aromatic compounds into iodoaromatic compounds was promoted by in situ formed choline peroxodisulfate. This protocol provides an efficient access to iodoarenes with operational simplicity, good functional group tolerance and a moderate to good product yield.

N-Iodosuccinimide (NIS) in Direct Aromatic Iodination

N-Iodosuccinimide (NIS) in pure trifluoroacetic acid (TFA) offers a time-efficient and general method for the iodination of a wide range of mono- and disubstituted benzenes at room temperature, as demonstrated in this paper. The starting materials were generally converted into mono-iodinated products in less than 16 hours at room temperature, without byproducts. A few deactivated substrates needed addition of sulfuric acid to increase the reaction rate. Another exception was methoxybenzenes that preferentially were iodinated by NIS in acetonitrile with only catalytic amounts of TFA.

METHOD OF PRODUCING IODIZING AGENT, AND METHOD OF PRODUCING AROMATIC IODINE COMPOUND

A method of the present invention, for producing an iodizing agent, includes the step of electrolyzing iodine molecules in a solution by using an acid as a supporting electrolyte. This realizes (i) a method of producing an iodine cation suitable for use as an iodizing agent that does not require a sophisticated separation operation after iodizing reaction is completed, and (ii) an electrolyte used in the method. Further, a method of the present invention, for producing an aromatic iodine compound, includes the step of causing an iodizing agent, and an aromatic compound whose nucleus has one or more substituent groups and two or more hydrogen atoms, to react with each other under the presence of a certain ether compound. This realizes such a method of producing an aromatic iodine compound that position selectivity in iodizing reaction of an aromatic compound is improved.

STOICHIOMETRIC AND CATALYTIC OXIDATIVE IODINATION OF AROMATIC COMPOUNDS IN THE PRESENCE OF NITROGEN-CONTAINING OXIDIZING AGENTS IN AQUEOUS TRIFLUOROACETIC ACID

The conditions for oxidative monoiodination of benzene, halogenobenzenes, toluene, halogenotoluenes, and p-toluic acid in solvents based on trifluoroacetic acid were studied.Yields of the respective iodoarenes close to quantitative were obtained in systems containing 10-20 vol. percent of water in the solvent with equimolar amounts of alkali-metal metal iodides in relation to the substrate in the presence of stoichiometric (under anaerobic conditions) or catalytic (in the presence of oxygen or air) amounts of alkali-metal nitrates.The analogous reactions with nitrites can only be conducted under aerobic conditions.These iodinating systems are compared with systems based on acetic acid containing iodine and mixtures of sulfuric and nitric acids.The conditions for the iodination of toluene and for the transformations of the obtained iodotoluenes in the presence of nitrogen-containing oxidizing agents in trifluoroacetic acid solutions were studied in detail.It was shown that p-iodotoluene undergoes ipso-nitrodeiodination to a significant degree under these conditions.It is supposed that the iodinating agent in the investigated systems is trifluoroacetyl hypoiodite.Data on the assignment of the PMR spectra of the synthesized isomeric nitroiodotoluenes and chloroiodotoluenes by a simple additive method are given.