Thermal decomposition of dimethoxymethane and dimethyl carbonate catalyzed by solid acids and bases

Fu, Yuchuan; Zhu, Haiyan; Shen, Jianyi

doi:10.1016/j.tca.2005.01.021

Cited by 80 publications

(53 citation statements)

References 7 publications

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“…1 The CO 2 -TPD of various oxides [18]. It was reported that the peak at 3,643 cm -1 was formed by the reaction of CaO with atmospheric water vapor [19], while the pyrrole used in the present work was dehydrated by molecular sieve. Thus, the peak 3,643 cm -1 should be originated from the interaction between the surface oxygen anion of CaO and the weak acidic H atom connecting with N atom of pyrrole.…”

Section: Possible Catalytic Mechanismmentioning

confidence: 71%

Effective and Green Synthesis of Methyl Pyrrole-1-carboxylate with Dimethyl Carbonate Over Solid Base

Fan

Zhao

et al. 2007

Catal Lett

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The methyl pyrrole-1-carboxylate (1-MPC) was synthesized by highly selective one-pot N-methoxycarbonylation of pyrrole with dimethyl carbonate (DMC). Solid bases were found to be effective catalysts and the formation of 1-MPC was closely related to their basicity. The in-situ FTIR indicated that the role of solid base catalysts was to activate pyrrole via the formation of O-H bond and the weakening of N-H bond, which was attributed to the interaction between pyrrole and surface oxygen anion of solid base. Furthermore, the reaction temperature and the reactants molar ratio were found to be the main factors for the improvement of pyrrole conversion.

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Section: Possible Catalytic Mechanismmentioning

confidence: 71%

Effective and Green Synthesis of Methyl Pyrrole-1-carboxylate with Dimethyl Carbonate Over Solid Base

Fan

Zhao

et al. 2007

Catal Lett

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“…At that temperature, DMC is likely to be decomposed into dimethyl ether (DME), [12] which may well be the actual methylating agent. Conveniently, the flow rates of aniline and DMC and hence the reagent stoichiometry could be manipulated to give a high yield of N-methylaniline (2) at the same temperature (see Table 1).…”

Section: Resultsmentioning

confidence: 99%

Automated Serendipity with Self‐Optimizing Continuous‐Flow Reactors

et al. 2015

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A self‐optimizing approach is used as a tool for targeting known and unknown materials in the continuous reaction of aniline, dimethyl carbonate (DMC) and tetrahydrofuran (THF) in supercritical CO2 on γ‐Al2O3. The study led to the formation of methylated anilines or carbamate derivatives and unusual addition products with THF including pyrrolidines and N‐alkylated anilines. The identification of these products leads to the development of a plausible mechanism for the reactions. The system not only demonstrates a high flexibility that the self‐optimization approach provides, including the ability to optimize for a variety of products by using a single catalyst, but also the ability to discover unexpected and original synthetic reactions.

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“…It can be assumed that the alkylation/carboxylation reaction is in competition with the thermal decomposition of DMC to methanol and CO 2 at higher temperatures [31,34] . Below 130 ° C, a decomposition of DMC could not be detected.…”

Section: Resultsmentioning

confidence: 99%

Heterogenously catalyzed one-step alkylation and carboxylation of N-methylimidazole with dimethyl carbonate in continuous flow

Breuch

Löwe²

2012

Green Processing and Synthesis

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The alkylation of N -methylimidazole with dimethyl carbonate yields the respective solid zwitterion N,N ′ -dimethylimidazolium-2-carboxylate, a versatile precursor for manufacturing non-halide-containing ionic liquids (ILs). This reaction requires high p,T-conditions, i.e., up to 200 ° C and 70 bar pressure, and even then requires reaction times up to several days under autoclave batch conditions. To perform these reactions continuously in stainless steel tubes with inner diameters in the millimeter range, precipitation of the salts must be suppressed to avoid any blockage. The achievable yield of the zwitterion is remarkably increased when a packed Al 2 O 3 catalyst is used instead of an empty tube. For example, with a catalyst-packed column, a nearly 100 % yield of N,N ′ -dimethylimidazolium-2-carboxylate can be achieved within 20 min at 200 ° C, whereas only a 67 % yield in 50 min can be obtained without a catalyst at the same temperature. The transfer of the autoclave process into continuous fl ow is advantageous and allows a more economical scale-up.

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Thermal decomposition of dimethoxymethane and dimethyl carbonate catalyzed by solid acids and bases

Cited by 80 publications

References 7 publications

Effective and Green Synthesis of Methyl Pyrrole-1-carboxylate with Dimethyl Carbonate Over Solid Base

Effective and Green Synthesis of Methyl Pyrrole-1-carboxylate with Dimethyl Carbonate Over Solid Base

Automated Serendipity with Self‐Optimizing Continuous‐Flow Reactors

Heterogenously catalyzed one-step alkylation and carboxylation of N-methylimidazole with dimethyl carbonate in continuous flow

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