10548-82-0

Upstream product

• 13052-77-2 sodium 2-methoxyphenolate 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 21852-32-4 4-bromomethyl-1,2-dimethoxybenzene 
• 90-05-1 2-methoxy-phenol 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 

Downstream Products

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 93-07-2 Veratric acid 
• 61040-75-3 ((3,4-dimethoxybenzyl)oxy)trimethylsilane 
• 2078-16-2 trimethylsilyl 3,4-dimethoxybenzoate 
• 6380-23-0 3,4-dimethoxystyrene 
• 5653-65-6 1-(3,4-dimethoxyphenyl)ethanol 
• 90-05-1 2-methoxy-phenol 
• 53751-40-9 veratryl acetate 
• 494-99-5 1,2-dimethoxy-4-methylbenzene 

Relevant academic research and scientific papers

Kinetics and Mechanism of the Hydrolysis of Benzyl Ether Bonds in Aqueous–Organic Media

Abstract: Kinetic parameters (rate constant, energy of activation, and entropy of activation) of the acid-catalyzed hydrolysis of the benzyl ethers (3,4-dimethoxyphenyl)-(2-methoxyphenoxy)methane and (4-hydroxy-3-methoxyphenyl)methoxymethane are determined for a wide range of compositions for mixtures of water and organic solvents (dioxane, DMSO, and acetic acid). It is shown that the acid-catalyzed hydrolysis of these benzyl ethers in mixtures of water and aprotic solvents occurs as a reaction of bimolecular nucleophilic substitution. In aqueous acetic acid solutions, the mechanism of hydrolysis can be bimolecular or unimolecular, depending on the structure of the ether and the content of the organic solvent. The effect the solvents have on the rate and mechanism of the studied reaction is discussed in terms of solvation concepts.

Hydrothermal Liquefaction of α-O-4 Aryl Ether Linkages in Lignin

By using lignin model compounds with relevant key characteristic structural features, the reaction pathways of α-O-4 aryl ether linkages under hydrothermal conditions are elucidated. Experimental results and computational modeling suggest that the α-O-4 linkages in lignin undergo catalyzed hydrolysis and elimination to give phenolic and alkenylbenzene derivatives as major products in subcritical water. The decreased relative permittivity of water at these high temperatures and pressures facilitates the elimination reactions. The alkyl group on the α-carbon and the methoxy groups on the phenyl rings both have positive effects on the rate of conversion of α-O-4 linkages in native lignin.

Fe(TAML)Li/(diacetoxyiodo)benzene-mediated oxidation of alcohols: Evidence for mild and selective C-O and C-C oxidative cleavage in lignin model transformations

A novel combination of Fe(TAML)Li and (diacetoxyiodo)- benzene for the oxidation of primary and secondary alcohols at 25 °C in acetone is reported. In view of the interesting ability of this system to selectively cleave specific types of C-C bonds of elaborated alcohols, the application of this novel combination to the oxidative cleavage of lignin model molecules was investigated. Considering the numerous supported versions of the oxidant as well as the mild conditions employed, the developed methodology appears to be a promising lignin depolymerization strategy.