53103-76-7

Upstream product

• 37559-64-1 methoxymethyl benzenesulfenate 
• 20758-58-1 2-methoxyacetate 
• 111-96-6 diethylene glycol dimethyl ether 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

METHOD FOR PREPARING POLYOXYMETHYLENE DIMETHYL ETHER CARBONYL COMPOUND AND METHYL METHOXYACETATE

A method for preparing a polyoxymethylene dimethyl ether carbonyl compound and/or methyl methoxyacetate as intermediates for producing ethylene glycol, which comprises passing a raw material: polyoxymethylene dimethyl ether or methylal together with carbon monoxide and hydrogen gas through a reactor carrying an acidic molecular sieve catalyst, and performing a reaction to prepare a corresponding product under an appropriate condition where no other solvent is added, in which the process of the reaction is a gas-liquid-solid three-phase reaction, the raw material of polyoxymethylene dimethyl ether or methylal has a high conversion rate, each product has a high selectivity, the catalyst has a long service life, additional solvents are not required to be used, and reaction conditions are relatively mild.

Dual Reactivity of Methoxymethyl Benzenesulfonate in Nucleophilic Substitution

Hydrolysis of methoxymethyl benzenesulfenate is catalyzed by both acid and base.Acid-catalyzed hydrolysis is further accelerated by various nucleophiles like halide ions, thiocyanate, dialkyl sulfide, and the substrate itself.The catalytic constants coincide with those for ethyl benzenesulfenate within 2-fold in magnitude.The nucleophilic reactivity strongly suggests the reaction at the sulfenyl sulfur, but examination of the products from the 18O-labeled substrate showed that the bond cleavage occurs mostly between the oxygen and the proformyl carbon except for the acid-catalyzed water reaction which undergoes the S-O cleavage.A mechanism for a nucleophilic reaction at the sulfur to form a sulfurane intermediate which breaks down with the C-O cleavage is presented.The hydrolysis rate is also strongly dependent on the second order of buffer concentrations in carboxylate and tertiary amine buffer solutions.The third-order term involves both the general acid and the conjugate base of the buffer, and the latter reacts at the sulfur as a nucleophile in the rate-determining step but leads to the C-O cleavage in the same way as the other catalytic nucleophiles.