62720-28-9

Usage

Uses

Used in Chemical Synthesis:
1,2,3-Trichloro-4-iodobenzene is used as an intermediate in the synthesis of various organic compounds, particularly in the production of polychlorinated biphenyls (PCBs). It serves as a key building block for creating complex molecular structures due to its unique combination of chlorine and iodine atoms.
Used in the Production of 2,2'',3,3'',4,4''-Hexachlorobiphenyl (H290825):
1,2,3-Trichloro-4-iodobenzene is specifically utilized in the synthesis of 2,2'',3,3'',4,4''-Hexachlorobiphenyl (H290825), a type of polychlorinated biphenyl (PCB). PCBs are a group of man-made organic chemicals that have been used in various industrial applications, such as in the manufacturing of transformers, capacitors, and other electrical equipment. They are also found in the environment, including air, soil, mammals, and marine animals, due to their persistence and stability.

Upstream product

• 634-67-3 2,3,4-trichloroaniline 

Downstream Products

• 87-61-6 1,2,3-trichlorobenzene 
• 73575-57-2 2,2',3,4,6'-pentachlorobiphenyl 
• 74338-24-2 2,3,3',4-tetrachlorobiphenyl 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 38380-07-3 2,2',3,3',4,4'-hexachlorobiphenyl 
• 52663-70-4 2,2',3,3',4,5',6'-heptachlorobiphenyl 
• 52663-78-2 PCB 195 
• 70362-41-3 2,3,3',4,5'-pentachlorobiphenyl 
• 32598-14-4 2,3,3',4,4'-pentachlorobiphenyl 
• 38380-05-1 PCB 132 
• 52663-66-8 2,2',3,3',4,5'-hexachlorobiphenyl 

Relevant academic research and scientific papers

Synthesis of Triarylbenzenes via Tandem Aryne Reaction of Aryl Grignards with Polyhalobenzenes

Aryl Grignards react with 1,2,3,4-tetrahalobenzenes to give primarily (2,3,4-triaryphenyl)magnesium halides.The mechanism involves Grignard exchange at one of the "outer" halogens followed by three cycles of magnesium halide loss and regioselective capture of the resulting aryne by the aryl Grignard agent (Scheme II).

Nucleophilic Displacement in Polyhalogenoaromatic Compounds. Part 11. Kinetics of Protiodeiodination of Iodoarenes in Dimethyl Sulphoxide-Methanol

The rates of methoxide-ion induced protiodeiodination of a number of polychloroiodobenzenes and their derivatives have been measured in dimethyl sulphoxide-methanol (9:1 v/v; 323.2 K).The true reagent under these conditions appears to be the dimethyl sulphoxide anion, and the rates of reaction in some cases appear to approach that expected of a diffusion controlled process.This corresponds to a major decrease in the efficacy of further activating substituents in the aromatic system, altough deactivating groups such as p-OMe still show large effects.Chlorine promotes protiodeiodination in the order of efficiency o-Cl > m-Cl > p-Cl; the trifluoromethyl group activates displacement in the order o-CF3 > p-CF3 > m-CF3, although with much less difference between isomeric sites. o-Nitro-groups promote protiodeiodination whereas the p-nitro-group encourages methoxydeiodination.No evidence of methoxydeiodination was found in attack of the polychloroiodobenzenes, although the rates of methoxydechlorination of the corresponding polychlorobenzenes suggest that in some cases this might occur.Evidence rejecting the possible SRN1 mechanism and supporting nucleophilic attack by a carbanionic species upon iodine is presented.