929-62-4Relevant academic research and scientific papers
Calcium Carbide Looping System for Acetaldehyde Manufacturing from Virtually any Carbon Source
Rodygin, Konstantin S.,Lotsman, Kristina A.,Ananikov, Valentine P.
, p. 3679 - 3685 (2020/06/17)
A vinylation/devinylation looping system for acetaldehyde manufacturing was evaluated. Vinylation of iso-butanol with calcium carbide under solvent-free conditions was combined with hydrolysis of the resulting iso-butyl vinyl ether under slightly acidic conditions. Acetaldehyde produced by hydrolysis was collected from the reaction mixture by simple distillation, and the remaining alcohol was redirected to the vinylation step. All the inorganic co-reagents can be looped as well, and the full sequence is totally sustainable. A complete acetaldehyde manufacturing cycle was proposed on the basis of the developed procedure. The cycle was fed with calcium carbide and produced the aldehyde as a single product in a total preparative yield of 97 %. No solvents, hydrocarbons, or metal catalysts were needed to maintain the cycle. As calcium carbide in principle can be synthesized from virtually any source of carbon, the developed technology represents an excellent example of biomass and waste conversion into a valuable industrial product.
Alternating copolymerization by nitroxide-mediated polymerization and subsequent orthogonal functionalization
Tesch, Matthias,Hepperle, Johannes A. M.,Klaasen, Henning,Letzel, Matthias,Studer, Armido
supporting information, p. 5054 - 5059 (2015/04/27)
A novel method for the preparation of functionalized alternating copolymers is presented. Nitroxide-mediated polymerization of hexafluoroisopropyl acrylate with 7-octenyl vinyl ether provides the corresponding alternating polymer, which can be chemically modified using two orthogonal polymer-analogous reactions. A thiol-ene click reaction followed by amidation provides dual-functionalized alternating copolymers. The potential of this method is illustrated by the preparation of a small library (15 examples) of functionalized alternating copolymers. Alternating through double click: The title reaction of A with hexafluoroisopropyl acrylate (HFIPA) provides alternating polymer B, which can be chemically modified using two orthogonal polymer-analogous reactions. With this method, a small library of fifteen functionalized alternating copolymers was prepared.
Competition between reaction and intramolecular energy redistribution in solution: Observation and nature of nonstatistical dynamics in the ozonolysis of vinyl ethers
Quijano, Larisa Mae M.,Singleton, Daniel A.
supporting information; experimental part, p. 13824 - 13827 (2011/10/12)
Experimental product ratios in ozonolyses of alkyl vinyl ethers in solution do not fit with expectations based on statistical rate theories. The selectivity among cleavage pathways increases with the size of the alkyl group but to an extent that is far less than RRKM theory would predict. Trajectory studies account for the observed selectivities and support a mechanism involving a competition between cleavage of the primary ozonide and intramolecular vibrational energy redistribution. A statistical model is presented that assumes that RRKM theory holds for a molecular subset of the primary ozonides, allowing the rates of energy loss from the ozonides to be estimated from the observed product ratios.
Process for producing vinyl ether compounds
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, (2008/06/13)
A process produces vinyl ether compounds and includes allowing a vinyl ester compound represented by following Formula (1): 1wherein R1, R2, R3 and R4 are the same or different and are each a hydrogen atom or an organic group, to react with a hydroxy compound represented by following Formula (2):R5OH??(2)wherein R5 is an organic group, in the presence of at least one transition element compound to thereby yield a vinyl ether compound represented by following Formula (3): 2wherein R2, R3, R4 and R5 have the same meanings as defined above. Such transition element compounds include iridium compounds and other compounds containing Group VIII elements.
Development of a highly efficient catalytic method for synthesis of vinyl ethers
Okimoto, Yoshio,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 1590 - 1591 (2007/10/03)
A new method for the preparation of alkyl vinyl ethers has been developed. Thus, various types of alkyl vinyl ethers were synthesized by the reaction of alcohols with vinyl acetate under the influence of a catalytic amount of [Ir(cod)Cl]2 combined with Na2CO3 in good to excellent yields. Copyright
Regioselective addition of stannylcyanocuprates to acetylenic ethers: A chemical and spectroscopic study
Cabezas,Oehlschlager
, p. 432 - 442 (2007/10/02)
The reactions of acetylenic ether 1 with higher order cuprates 2a, 2b and 2c were studied chemically and spectroscopically. Conditions were developed to efficiently and regioselectively prepare α- and β-stannylvinyl ethers. 1H and 13C NMR studies of these reactions suggest that in the presence of HMPA, higher order stannylcyanocuprate, (Bu3Sn)2Cu(CN)Li2, 2a, exists in equilibrium with Gilman cuprate, (Bu3Sn)2CuLi.
