20491-92-3

Usage

Uses

Used in Pharmaceutical Industry:
2,4,6-Trimethoxyphenol is used as an antioxidant agent for its ability to neutralize harmful free radicals, thereby protecting cells from oxidative damage. This property makes it a promising candidate for the development of pharmaceutical products aimed at treating conditions associated with oxidative stress.
Used in Cosmetics Industry:
In the cosmetics industry, 2,4,6-Trimethoxyphenol is used as an additive to enhance the shelf life and stability of products by preventing oxidation, which can lead to rancidity and spoilage.
Used in Food Industry:
2,4,6-Trimethoxyphenol is also utilized in the food industry as a natural antioxidant to extend the shelf life of perishable items and maintain their quality, color, and flavor.
Used in Nutraceutical Industry:
As a natural antioxidant, 2,4,6-Trimethoxyphenol can be incorporated into nutraceutical products to support overall health and well-being by combating oxidative stress and promoting a balanced antioxidant system in the body.

InChI:InChI=1/C9H12O4/c1-11-6-4-7(12-2)9(10)8(5-6)13-3/h4-5,10H,1-3H3

Upstream product

• 5333-45-9 1,2,3,5-tetramethoxybenzene 
• 830-79-5 2,4,6-trimethoxybenzaldehyde 
• 125288-25-7 1-(O-2,4,6-trimethoxyphenyl)-β-D-glucopyranoside 
• 30225-92-4 2,4,6-Trimethoxy-formyloxybenzol 
• 30225-90-2 2,4,6-trimethoxyphenyl acetate 
• 67-56-1 methanol 
• 60855-15-4 3-methoxy-[1,2]benzoquinone 
• 15233-65-5 2,6-dimethoxy-1,4-hydroquinone 
• 77-78-1 dimethyl sulfate 
• 621-23-8 1,2,3-trimethoxybenzene 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 
• 108-95-2 phenol 
• 124-41-4 sodium methylate 
• 118-79-6 2,4,6-tribromophenol 

Downstream Products

• 52981-15-4 2,4,6-trimethoxyphenyl benzoate 
• 7505-18-2 chloro-acetic acid-(2,4,6-trimethoxy-phenyl ester) 
• 112221-41-7 1,3,5-Trimethoxy-2-(2-methoxy-phenoxy)-benzene 
• 112221-42-8 2-(3,4-Dimethoxy-phenoxy)-1,3,5-trimethoxy-benzene 
• 112221-43-9 2-(2,3-Dimethoxy-phenoxy)-1,3,5-trimethoxy-benzene 
• 81574-60-9 methyl 4-methoxy-2-(2,4,6-trimethoxyphenoxy)-6-methylbenzoate 
• 74628-38-9 methyl 2,4-dimethoxy-6-(2,4,6-trimethoxyphenoxy)-3-methylbenzoate 
• 530-55-2 2,6-dimethoxy-p-quinone 
• 1026709-49-8 C₁₁H₁₂ClNO₆ 
• 69832-53-7 2-Ethoxy-1,3,5-trimethoxybenzol 
• 93734-20-4 <2,4,6-Trimethoxy-phenyl>-<2,4-dinitro-phenyl>-aether 
• 51318-84-4 trifuhalol-A-octamethyl ether 
• 58235-53-3 2,4,6,2',4',6'-Hexamethoxydiphenylether 
• 22961-81-5 2,2',3,4,6,6'-Hexamethoxy-benzophenon 

Relevant academic research and scientific papers

Inositol to aromatics –benzene free synthesis of poly oxygenated aromatics

A method for the preparation of benzene derivatives from myo-inositol, an abundantly available phyto chemical is described. 1,3-Bridged acetals of inososes undergo step-wise elimination leading to the formation of polyoxygenated benzene derivatives. This aromatization reaction proceeds through the intermediacy of a β-alkoxyenone, which could be isolated. This sequence of reactions starting from myo-inositol, provides a novel route for the preparation of polyoxygenated benzene derivatives including polyoxygenated biphenyl. This scheme of synthesis demonstrates the potential of myo-inositol as a sustainable non-petrochemical resource for aromatic compounds.

Method for preparing baicalein

The invention relates to a method for preparing anti-virus and anti-bacterial inflammatory medicine baicalein. According to the method, phenol serves as a starting material, and a key chalcone intermediate is prepared through bromination, methoxy substitution, Friedel-crafts acylation and aldol condensation; the key intermediate is subjected to oxidative cyclisation and methyl removal reaction, and high-purity baicalein can be prepared. According to the new method, adopted raw reagents are cheap and easy to obtain, the number of synthesis steps is small, reaction operation is easy and convenient, production control is easy, the product yield is high, purity is good, and the method is suitable for production and application of baicalein.

Investigation of the mechanism of action of pyrogallol-phloroglucinol transhydroxylase by using putative intermediates

Pyrogallol-phloroglucinol transhydroxylase from Pelobacter acidigallici, a molybdopterin-containing enzyme, catalyzes a key reaction in the anaerobic degradation of aromatic compounds. In vitro, the enzymatic reaction requires 1,2,3,5-tetrahydroxy-benzene as a cocatalyst and the trans-hydroxylation occurs without exchange with hydroxy groups from water. To test our previous proposal that the transfer of the hydroxy group occurs via 2,4,6,3′,4′, 5′-hexahydroxydiphenyl ether as an intermediate, we synthesized this compound and investigated its properties. We also describe the synthesis and characterization of 3,4,5,3′,4′,5′-hexahydroxydiphenyl ether. Both compounds could substitute for the cocatalyst in vitro. This indicates that the diphenyl ethers can intrude into the active site and initiate the catalytic cycle. Recently, the X-ray crystal structure of the transhydroxylase (TH) was published[16] and it supports the proposed mechanism of hydroxy-group transfer.

Method for the production of alkoxy- and aryloxy-phenols

Alkoxybenzaldehydes and aryloxybenzaldehydes are converted to the corresponding phenols by reacting the benzaldehydes in an organic solvent phase with formic acid and hydrogen peroxide in an aqueous solvent phase to produce the corresponding formate ester. The formate ester is then saponified to produce the corresponding phenol.

β-carboxy sulfonamide ACAT inhibitors

β-Carboxy sulfonyl compounds of the formula STR1 wherein R1 is aryl, R3 is hydrogen or alkyl, R3 and R4 are hydrogen or alkyl, Y is --O--, --S--, or --NR2 --, and R5 is alkyl or aryl are potent inhibitors of the enzyme acyl CoA:cholesterol acyltransferase (ACAT) and are thus useful for treating hypercholesterolemia and atherosclerosis.

Bond dissociation energies of O-H bonds in substituted phenols from equilibration studies

Bond dissociation energies (BDE) of several phenolic compounds have been determined by studying the equilibration of couples of phenols and of the corresponding phenoxyl radicals by means of EPR spectroscopy. Measurements were carried out in highly concentrated solutions submitted to continuous photolysis in the presence of di-tert-butyl peroxide. Since under this experimental condition the decay of the phenoxyl radicals was slower than the hydrogen transfer reaction from phenols to phenoxyls, equilibrium concentrations of the two radicals were actually measured. Due to the fact that the radical species are continuously generated in solution, phenols giving short-lived phenoxyl radicals could also be investigated by this method. All of the examined phenols are characterized by O-H bonds weaker than that of the parent compound, PhOH, and their BDE values can be calculated to a good approximation by an additive rule using fixed contributions for the various substituents. Only in the case of the sterically crowded 4-methoxytetramethylphenol (5b), where the p-methoxy substituent is compelled to stay out of the plane of the aromatic ring, is the experimental BDE remarkably different from the calculated value.

Oxidation of Benzaldehydes Catalyzed by Methyltrioxorhenium with Hydrogen Peroxide

Methyltrioxorhenium-catalyzed oxidation of benzaldehydes with hydrogen peroxide gives corresponding phenols in good yield.Benzaldehydes substituted with methoxy or hydroxyl groups at 2- and/or 4-position are good substrates for this reaction.

Preparation of methoxyphenols by oxidation of methoxybenzaldehydes with hydrogen peroxide in presence of p-toluenesulphonic acid

Methoxyphenols have been prepared efficiently from the corresponding methoxybenzaldehydes by oxidation with hydrogen peroxide at room temperature in the presence of p-toluenesulphonic acid in methanol.