6936-40-9

Usage

Uses

Used in Environmental Monitoring:
2,3,5,6-Tetrachloroanisole is used as a marker for environmental contamination, particularly in the detection of off-flavors in wines and other food products. Its musty, moldy odor serves as an indicator of potential contamination, allowing for the monitoring and control of environmental pollutants.
Used in Chemical Research:
In the field of chemical research, 2,3,5,6-tetrachloroanisole is utilized as a subject of study for understanding the effects of chlorination on chemical properties and behavior. Researchers investigate its formation, reactivity, and potential applications in various chemical processes.
Used in Pesticide and Fungicide Analysis:
2,3,5,6-Tetrachloroanisole is used as an analytical reference in the development and testing of pesticides and fungicides. Its presence in these products can be monitored to ensure the safety and efficacy of agricultural chemicals.
Used in Toxicology Studies:
Although not highly toxic, 2,3,5,6-tetrachloroanisole is used in toxicology studies to understand the effects of exposure to high levels of the compound. This research helps in determining the safety guidelines and regulations for handling and exposure limits in various industries.
Used in Wine and Food Industry:
In the wine and food industry, 2,3,5,6-tetrachloroanisole is used as a reference compound for the development of methods to detect and remove off-flavors caused by environmental contaminants. This helps in maintaining the quality and taste of the final products.

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

Upstream product

• 3714-62-3 2,3,4,6-tetrachloronitrobenzene 
• 124-41-4 sodium methylate 
• 117-18-0 2,3,5,6-Tetrachloronitrobenzene 
• 70439-96-2 2,3,5,6-tetrachloroanisidine 
• 935-95-5 2,3,5,6-tetrachlorophenol 
• 77-78-1 dimethyl sulfate 
• 84756-46-7 4-iodo-2,3,5,6-tetrachloroanisole 
• 67-56-1 methanol 
• 634-90-2 1,2,3,5-tetrachlorobenzene 
• 177944-64-8 3,4,5-trichloro-2-nitro-aniline 
• 33715-62-7 N-(3,4,5-trichlorophenyl)acetamide 
• 634-91-3 3,4,5-trichloroaniline 
• 608-93-5 pentachlorobenzene 
• 3481-20-7 2,3,5,6-tetrachloroaniline 

Downstream Products

• 2438-88-2 2,3,5,6-tetrachloro-4-nitro-anisole 
• 935-95-5 2,3,5,6-tetrachlorophenol 
• 849703-13-5 2,3,5,6-tetrachloro-4-phenylazophenol 
• 849702-90-5 2,3,5,6-tetrachloro-4-(hexyloxy)azobenzene 
• 849703-15-7 N,N-dimethyl-4-[2,3,5,6-tetrachloro-4-hydroxyphenyl(azo)]benzene-sulfonamide 
• 849702-98-3 2,3,5-trichloro-4-hexyloxy-2-(propylthio)azobenzene 
• 5533-10-8 2,3,5,6-tetrachlorohydroquinone diacetate 
• 70439-96-2 2,3,5,6-tetrachloroanisidine 
• 5134-79-2 4-Diazo-2,3,5,6-tetrachlorocyclohexa-2,5-diene-1-one 

Relevant academic research and scientific papers

Activation of chlorine and fluorine by a phenylazo group towards nucleophilic aromatic substitution. Regioselective preparation of polysubstituted anilines

A phenylazo group was used for selective activation of ortho fluorine and chlorine atoms towards nucleophilic aromatic substitution with the propanethiolate anion. This enabled a regioselective synthesis of three substituted 4-alkoxyanilines. The regioselectivity of substitution was confirmed by comparison of experimental NMR chemical shifts with empirically predicted values. The observed reactivity of the substrates is discussed in the context of the substituent effect.

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.