50375-10-5

Usage

Uses

Used in Environmental Monitoring:
2,3,6-Trichloroanisole is used as a biomarker for the detection of mold growth and contamination in various environments, including wine production facilities, building materials, and agricultural settings. Its presence indicates the need for improved sanitation and control measures to prevent the growth of mold and the formation of chlorophenol compounds.
Used in Wine Industry:
2,3,6-Trichloroanisole is used as an indicator of cork taint in wine, which affects the quality and sensory characteristics of the product. Detecting and controlling the presence of 2,3,6-TRICHLOROANISOLE helps winemakers maintain the integrity and reputation of their wines, ensuring consumer satisfaction and safety.
Used in Building Materials and Pesticide Products:
2,3,6-Trichloroanisole is used as a monitoring tool for assessing the quality and safety of building materials and pesticide products. Its detection can prompt the development of alternative materials or formulations that minimize the risk of mold growth and environmental contamination.
Used in Environmental Remediation:
2,3,6-Trichloroanisole is used as a target compound for environmental remediation efforts, as its toxic and persistent nature poses a threat to ecosystems and human health. Strategies for its removal and degradation can involve the development of bioremediation techniques, advanced filtration systems, or chemical treatments to mitigate its presence in soil and water sources.

InChI:InChI=1/C7H5Cl3O/c1-11-7-5(9)3-2-4(8)6(7)10/h2-3H,1H3

Upstream product

• 933-75-5 2,3,6-trichlorophenol 
• 77-78-1 dimethyl sulfate 
• 634-66-2 1,2,3,4,-tetrachlorobenzene 
• 124-41-4 sodium methylate 
• 74-88-4 methyl iodide 
• 64981-10-8 2,3,6-trichloro p-aminophenol 
• 27864-13-7 1,2,4-trichloro-3-nitrobenzene 

Downstream Products

• 115382-33-7 2,4-dichloro-3-methoxybenzoic acid 
• 86607-59-2 2,4-Dichloro-1,3-dimethoxybenzene 
• 933-75-5 2,3,6-trichlorophenol 
• 158076-64-3 4'-hydroxy-2,2',3,3',4,5,5'-heptachlorobiphenyl 
• 158076-62-1 2,2',3,3',4',5-Hexachlorobiphenyl-4-ol 
• 149589-59-3 3'-hydroxy-2,2',3,4,4',5'-hexachlorobiphenyl 
• 158076-68-7 4-hydroxy-2,2',3,4',5,5'6-heptachlorobiphenyl 
• 150-19-6 O-methylresorcine 

Relevant academic research and scientific papers

Halogenated volatiles from the fungus Geniculosporium and the actinomycete Streptomyces chartreusis

Two unidentified chlorinated volatiles X and Y were detected in headspace extracts of the fungus Geniculosporium. Their mass spectra pointed to the structures of a chlorodimethoxybenzene for X and a dichlorodimethoxybenzene for Y. The mass spectra of some constitutional isomers for X and Y were included in our databases and proved to be very similar, thus preventing a full structural assignment. For unambiguous structure elucidation all possible constitutional isomers for X and Y were obtained by synthesis or from commercial suppliers. Comparison of mass spectra and GC retention times rigorously established the structures of the two chlorinated volatiles. Chlorinated volatiles are not very widespread, but brominated or even iodinated volatiles are even more rare. Surprisingly, headspace extracts from Streptomyces chartreusis contained methyl 2-iodobenzoate, a new natural product that adds to the small family of iodinated natural products.

THE REACTIONS OF UNACTIVATED ARYL HALIDES WITH SODIUM METHOXIDE IN HMPA; SYNTHESIS OF PHENOLS, ANISOLES, AND METHOXYPHENOLS

Sodium methoxide reacts with dichlorobenzenes in HMPA to give the chloroanisoles as a result of a SNAr process.Excess MeONa then effects the demethylation of the ethers to give the chlorophenols via an SN2 reaction.With tri- and tetrachlorobenzenes the initially formed chloroanisoles can be dealkylated to chlorophenols or can suffer further substitution to give the chlorodimethoxybenzenes; these react with excess MeONa to give the chloromethoxyphenols.The results obtained with the various isomers of the di-, tri-, and tetrachlorobenzenes are presented and discussed on the basis of the electronic effects of the substituents.

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.