938-86-3

Usage

Uses

Used in Food Industry:
2,3,4,5-Tetrachloroanisole is used as a flavoring agent for its unique taste and aroma.
Used in Agriculture:
2,3,4,5-Tetrachloroanisole is used as an insect repellent to protect crops from pests.
However, due to its potential negative impact on human health and the environment, it is important to handle and dispose of 2,3,4,5-Tetrachloroanisole carefully to minimize its impact.

InChI:InChI=1/C7H4Cl4O/c1-12-4-2-3(8)5(9)7(11)6(4)10/h2H,1H3

Upstream product

• 608-93-5 pentachlorobenzene 
• 124-41-4 sodium methylate 
• 2691-93-2 2,3,4,5-Tetrachlorofluorobenzene 
• 67-56-1 methanol 

Relevant academic research and scientific papers

Aryne formation from 1-(3′-Carboxyaryl)-3,3-dim ethyl trianzenes

A study of the decomposition of 1-(2′-carboxyphenyl)-3,3-dimethyltriazene and the tetrabromoand tetrachloro- analogues showed that the arenediazonium-2-carboxylates were intermediates in the formation of the corresponding arynes: the 1-(2′-carboxyteirahalophenyl)-3,3-dimethyltriazenes are stable precursors that enable cycloaddition reactions of the tetrahalobenzynes to be carried out in acceptable yields using substrates such as N-methylpyrrole,p-xylene and m-dimethoxybenzene.

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.