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
Newman,van der Zwan
, p. 2910 (1973)
Hine,Arata
, p. 3089 (1976)
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.
Goodman,Fan
, p. 4922,4923 (1964)
Laba,V.I. et al.
, (1976)
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 preparing 2-methoxypropylene
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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.
