116-11-0Relevant articles and documents
Superbase-catalysed addition of methanol to propyne and allene: An expedient synthesis of 2-methoxypropene
Trofimov, Boris A.,Oparina, Ludmila A.,Gusarova, Nina K.,Khil'ko, Marina Ya.,Parshina, Lidiya N.,Henkelmann, Jochem
, p. 13 - 14 (2006)
In the superbase catalytic systems ButOK/NMP, Am tOCs/NMP and KOH/DMSO, methanol readily adds to propyne and allene at 100-120°C and atmospheric pressure to afford 2-methoxypropene in 80-97% yield with 75-94% methanol conversion.
A unique Au-Ag-Au triangular motif in a trimetallic halonium dication: Silver incorporation in a gold(I) catalyst
Zhu, Yuyang,Day, Cynthia S.,Zhang, Lin,Hauser, Katarina J.,Jones, Amanda C.
, p. 12264 - 12271 (2013)
As a result of explorations into the solution chemistry of silver/gold mixtures, a unique diphosphine trimetallic chloronium dication was discovered that incorporates silver-arene chelation and a triangular mixed gold/silver core in the solid state. Notably, it was isolated from a Celite prefiltered solution initially thought to be silver-free. The crystal structure also incorporates the coordination to silver of one fluorine atom of one SbF6 - counterion. The structure was compared to two new, but well-precedented, phosphine digold chloride cations. DFT calculations supported significant silver-halide and silver-arene interactions in the mixed gold/silver complex and metallophilic interactions in all three complexes. Comparison of computed data revealed that the ωB97X-D functional, which has a long-range corrected hybrid with atom-atom dispersion corrections, gave a better fit to the experimental data compared with the PBE0 functional, which has previously failed to capture aurophilic interactions. Preliminary studies support the presence of the mixed gold/silver structure in solution. Silver lining! As a result of explorations into the solution chemistry of silver/gold mixtures, a unique trimetallic chloronium dication was discovered that incorporates silver-arene chelation and a triangular mixed gold/silver core (see figure). Notably, it was isolated from a previously Celite-filtered solution, a procedure generally believed to be efficient at removing silver. The solid-state and solution structure, as well as DFT calculations are reported herein. Copyright
ORGANIC TRANSFORMATIONS VIA METAL SILANE REAGENTS: SYNTHESES OF VINYL ETHERS FROM DIMETHYL KETALS AND (CO)5MnSi(CH3)3
Marsi, Marianne,Gladysz, J. A.
, p. 631 - 634 (1982)
The reaction of dimethyl ketals wit (CO)5MnSi(CH3)3 (1) at 50 deg C in CH3CN affords methyl enol ethers, generally in 75-95percent yields.
Infrared spectra and conformational structure of 2-methoxypropene
Diallo, A. O.
, p. 529 - 534 (1981)
The rotational isomerism of the title compound, CH2=C(CH3)OCH3, has been studied by i.r. spectroscopy.The spectrea reveal the presence of two conformational isomers in the fluid phases.The energy difference between them is estimated to be 0.85 kcal/mole in the liquid state.From the shapes of the band envelopes in the vapour phase spectra evidence is obtained that the more stable isomer has a planar configuration of the heavy atoms.A vibrational assignment of the observed fundamental bands has been attempted on the basis of characteristic group frequencies.
Direct transformation of silica from natural resources to form tetramethoxysilane
Putro, Wahyu S.,Fukaya, Keisuke,Choi, Jun-Chul,Choi, Seong Jib,Horikoshi, Toshio,Sato, Kazuhiko,Fukaya, Norihisa
, p. 958 - 962 (2020/09/04)
A simple and practical method for direct synthesis of tetramethoxysilane (TMOS) from silica (SiO2) and methanol was achieved using a base catalyst and acetal as a dehydrant under carbon dioxide (CO2). The production of TMOS was strongly influenced by the kind of the acetal used, with 2,2-dimeth-oxypropane identified as the most effective dehydrant. We observed that the acetal used enabled the production of a high yield of dimethyl carbonate (DMC), which promoted the TMOS production. DMC is an intermediate product from the reaction of CO2 and methanol, which supported the SiO2 depolymerization process. When the reaction is conducted with 2,2-dimethoxypropane at 260 °C for 24 h, TMOS can be produced in up to 59percent yield. For practical applications, the TMOS synthesis has been developed on a 250 mL and 1 L-scale reaction with constant yield (>50percent) from various silica resources.
Enantioselective Radical-Polar Crossover Reactions of Indanonecarboxamides with Alkenes
Cao, Weidi,Feng, Xiaoming,Liu, Xiaohua,Wu, Wangbin,Xu, Xi,Yu, Han,Zhang, Xiying
supporting information, p. 4846 - 4850 (2020/02/11)
Highly efficient asymmetric intermolecular radical-polar crossover reactions were realized by combining a chiral N,N′-dioxide/NiII complex catalyst with Ag2O under mild reaction conditions. Various terminal alkenes and indanonecarboxamides/esters underwent radical addition/cyclization reactions to afford spiro-iminolactones and spirolactones with good to excellent yields (up to 99 %) and enantioselectivities (up to 97 % ee). Furthermore, a range of different radical-mediated oxidation/elimination or epoxide ring-opening products were obtained under mild reaction conditions. The Lewis acid catalysts exhibited excellent performance and precluded the strong background reaction.
Method for continuously preparing 2-methoxypropene
-
Paragraph 0033; 0034, (2019/10/01)
The invention discloses a method for continuously preparing 2-methoxypropene. According to the method, 2-methoxypropene is prepared through catalytic cracking of 2,2-dimethoxypropane under the synergistic effect between acid ceramic filler and a promoter, and is separated and purified by combining membrane separation and rectification. Through the method, the problem that 2-methoxypropene, 2,2-dimethoxypropane and methanol are hard to separate due to azeotropy is avoided, and 2-methoxypropene with purity higher than 99% is obtained.
Method for preparing 2-methoxypropylene
-
Paragraph 0019-0027, (2019/01/08)
The invention relates to a method for preparing 2-methoxypropylene. In existing synthetic systems, a solvent is used in some systems; and in some systems, although no solvent is used, usage amount ofacid is especially large such that industrial production is not feasible. By using p-toluenesulfonic acid as a catalyst and using pyridine, quinoline or hydroquinone, etc. as a cocatalyst, catalytic cracking of 2,2-dimethoxypropane is carried out to prepare 2-methoxypropylene. The reaction time is 5-15h; the reaction temperature is 60-150 DEG C; the reaction pressure is normal pressure; the product yield can reach 93.0%; and purity of the product obtained by rectification is 99.5%. According to the method, no solvent is used, no acid anhydride is introduced, reaction condition is mild, and continuous industrial production can be realized.
Synthesis of methyl acetoacetate from acetone and dimethyl carbonate with alkali-promoted MgO catalysts
Wu, Dudu,Chen, Zhi
experimental part, p. 758 - 766 (2011/11/29)
The synthesis of methyl acetoacetate (MAA) by methoxycarbonylation of acetone with dimethyl carbonate (DMC) was carried out in the presence of MgO and alkali-promoted MgO catalysts. From among Li, Na, K, and Cs, potassium was found to be the most effective promoter to improve the activity of MgO. The effect of K/MgO with variable content of K was also investigated, and the individual catalysts were characterised by the XRD, BET, SEM, CO2-TPD, and in situ CO2 IR techniques. The results showed that the addition of a small amount of K (1.97 mass %) could promote MAA formation, but a higher K loading caused a decrease in the yield of MAA, which might result from particle agglomeration and the presence of stable potassium carbonates. In situ FTIR experiments of co-adsorbed reactants indicated that the reaction probably proceeded via abstraction of Hα from acetone by base sites.
METHOD FOR THE PRODUCTION OF ISOPROPENYL ETHERS
-
Page/Page column 13, (2010/02/13)
The invention relates to a method for the production of isopropenyl ethers of formula (A), wherein R represents an aliphatic, cycloaliphatic, aralyphatic, aromatic or heterocyclic radical which can include other substituents which do not react with acetylenes or allens, by reacting a gaseous flow (I), containing MAPD which is obtained from an olefin system and which is used to separate C3-sections, with at least one gaseous flow selected from a gaseous flow (II) containing an acetone ketal of formula (B), wherein R has the above-mentioned meaning, and a gaseous flow (III) containing a monohydroxyalcohol ROH, wherein R has the above-mentioned meaning, in the presence of a heterogeneous catalyst.
