87-40-1

Usage

Uses

Used in Dyeing Industry:
2,4,6-Trichloroanisole is used as a dyeing auxiliary for polyester fabrics, enhancing the dyeing process and improving the colorfastness of the fabric.
Used in Odor Control:
2,4,6-Trichloroanisole is employed in methods for reducing odors in rooms during remodeling work by removing the causative substances, contributing to a fresher and more pleasant environment.
Used in Water Treatment:
Degradation of 2,4,6-trichloranisole catalyzed by raw bauxite via ozonation in water has been investigated, indicating its potential use in water treatment processes to remove contaminants and improve water quality.

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

Upstream product

• 67-56-1 methanol 
• 3784-03-0 sodium 2,4,6-trichlorophenolate 
• 704899-49-0 2,4,6-trichloro-3-methoxy-benzaldehyde 
• 100-66-3 methoxybenzene 
• 77-78-1 dimethyl sulfate 
• 88-06-2 2,4,6-Trichlorophenol 
• 4727-41-7 dimethylsulfonioacetate 
• 634-90-2 1,2,3,5-tetrachlorobenzene 
• 124-41-4 sodium methylate 
• 623-12-1 4-chloromethoxybenzene 
• 98557-20-1 Carbonic acid methyl ester 2,4,6-trichloro-phenyl ester 
• 616-38-6 carbonic acid dimethyl ester 
• 7791-25-5 sulfuryl dichloride 
• 7782-50-5 chlorine 

Downstream Products

• 94637-87-3 chloromethyl-(2,4,6-trichloro-phenyl)-ether 
• 244037-24-9 2,4,6-trichloro-3-nitroanisole 
• 72499-04-8 2,4,6-trichloro-3,5-dinitro-anisole 
• 623-12-1 4-chloromethoxybenzene 
• 553-82-2 1,3-dichloro-4-methoxybenzene 
• 766-51-8 2-Chloroanisole 
• 1984-65-2 2,6-dichloroanisole 
• 50629-14-6 2,3,4,5,6-pentadeuterio-1-methoxybenzene 
• 1219804-86-0 C₇H₃⁽²⁾H₄ClO 
• 127154-64-7 C₇H₃⁽²⁾H₂Cl₃O 
• 100-66-3 methoxybenzene 
• 88-06-2 2,4,6-Trichlorophenol 
• 20938-43-6 (4-D)-Anisol 
• 931-56-6 2-methoxycyclohexane 

Relevant academic research and scientific papers

Selective O-methylation of phenols and benzyl alcohols in simple pyridinium based ionic liquids

Synthesis of pyridinium based ionic liquids were reported and applied as catalyst for the selective O-methylation of phenols and benzyl alcohols. The reactions were carried out by using dimethylcarbonate (DMC) as the methylating agent. High selectivity, high yield and recyclability of the ionic liquids are important features of the reactions.

Trichloroisocyanuric acid in 98% sulfuric acid: A superelectrophilic medium for chlorination of deactivated arenes

Trichloroisocyanuric acid (TCCA) reacts with arenes and its reactivity is highly affected by the acid strength of the reaction medium. Deactivated arenes are efficiently chlorinated by TCCA in H2SO4. Our results, along with DFT calculations and 13C NMR spectrometry suggest the formation of a monoprotonated TCCA superelectrophile as the reactive species that can efficiently transfer electrophilic Cl+ to even very weak nucleophiles, such as m-dinitrobenzene.

The use of sodium chlorate/hydrochloric acid mixtures as a novel and selective chlorination agent

Sodium chlorate/hydrochloric acid mixtures were used to chlorinate activated arenes and the α-position of ketones. This chlorination method was used to produce selectively mono-, di-, and trichlorinated compounds by controlling the molarity of sodium chlorate. This reagent proved to be much more efficient and easier to handle than chlorine gas.

Microwave-assisted methylation of phenols with tetramethylammonium chloride in the presence of K2CO3 or Cs2CO3

We have evaluated the potential of using tetramethylammonium chloride (Me4NCl) as an alternative methylating agent for phenols under microwave-assisted conditions. Its chemical behavior was tested in a reaction with 2-naphthol in the presence of various bases and solvents. The method was then applied in 1,2-dimethoxyethane or toluene under heterogeneous conditions for the O-methylation of a series of phenolic compounds. We found that many simple phenols can be methylated in the presence of K2CO3, whereas some other less-reactive phenols require the presence of the more reactive Cs2CO3.

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) and microwave-accelerated green chemistry in methylation of phenols, indoles, and benzimidazoles with dimethyl carbonate

(Equation Presented) 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) is a novel and active catalyst in promoting the methylation reaction of phenols, indoles and benzimidazoles with dimethyl carbonate under mild condition. Additional rate enhancement is accomplished by applying microwave irradiation. By incorporating tetrabutylammonium iodide, the same microwave reactions can be further accelerated. By combining these acceleration strategies, very low chemical transformations that take up to several days can be performed efficiently in high yield within minutes.

Mild chlorination of aromatic compounds with tin(IV) chloride and lead tetraacetate

SnCl4/Pb(OAc)4 acts as a safe source of Cl2 for the chlorination of aromatic compounds. A variety of aromatic compounds are effectively chlorinated with SnCl4/Pb(OAc)4 under mild conditions. The mixture is a selective chlorinating agent, particularly with polyalkylbenzenes, polycyclic aromatic compounds and anisoles.

Pentaalkylguanidines as etherification and esterification catalysts

Several pentaalkylguanidines have been prepared and found to be superior catalysts for the preparation of aryl and aralkyl ethers from carbonates and for the methylation of phenols with dimethylcarbonate.They also act as effective catalysts for esterification of acids with alkyl chloroformates but not for the acetylation of tertiary alcohols with acetic anhydride.

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.

Formation of Nonaromatic Products in the Chlorination of Simple Substituted Aromatic Ethers

The neat chlorination of 4-chloroanisole produces 1,3,4,5,6-pentachloro-4-methoxycyclohexene in 35percent yield.Mono- and dichlorinated anisoles and a variety of simple substituted anisoles were chlorinated to determine the generality of nonaromatic product formation. 3,4-Dichloroanisole, 4-fluoroanisole, 4-bromoanisole, 4-methylanisole, and 4-chlorophenetole form similar products based on their spectral properties.These products are proposed to form by a cis-1,2-chlorine addition followed by rapid cis-1,4 chlorine addition.On the basis of the NMR data, a predominate configuration is proposed.

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.