75228-31-8Relevant academic research and scientific papers
Epoxidation of olefins with a silica-supported peracid
Mello, Rossella,Alcalde-Aragones, Ana,Gonzalez Nunez, Maria Elena,Asensio, Gregorio
experimental part, p. 6409 - 6413 (2012/10/08)
Anhydrous [2-percarboxyethyl] functionalized silica (2a) is an advantageous oxidant for performing the epoxidation of olefins 1. Epoxides 3 do not undergo the ring-opening reactions catalyzed by the acidic silica surface, except for particularly activated cases such as styrene oxide. The hydrophilic and acidic character of the silica surface does not interfere with the directing effects exerted by allylic H-bond acceptor substituents. The alkenes 1 carrying hydroxyl groups react with silica-supported peracid 2a faster than unsubstituted alkenes, thus reversing the trend known for reactions with soluble peracids. These results are attributed to the H-bond interactions of substrate 1 with the silanol and carboxylic acid groups bonded to the silica surface.
Epoxidation of olefins with a silica-supported peracid in supercritical carbon dioxide under flow conditions
Mello, Rossella,Alcalde-Aragones, Ana,Olmos, Andrea,Gonzalez-Nunez, Maria Elena,Asensio, Gregorio
experimental part, p. 4706 - 4710 (2012/07/28)
Anhydrous 2-percarboxyethyl-functionalized silica (2b), a recyclable supported peracid, is a suitable reagent to perform the epoxidation of alkenes 1 in supercritical carbon dioxide at 250 bar and 40 °C under flow conditions. This procedure simplifies the isolation of the reaction products and uses only carbon dioxide as a solvent under mild conditions. The solid reagent 2b can be easily recycled by a reaction with 30% hydrogen peroxide in an acid medium.
Hexafluoroacetone in hexafluoro-2-propanol: A highly active medium for epoxidation with aqueous hydrogen peroxide
Van Vliet,Arends,Sheldon
, p. 1305 - 1307 (2007/10/03)
The combination of hexafluoro-2-propanol and catalytic amounts of hexafluoroacetone gives a versatile medium for epoxidation of a wide range of alkenes with aqueous hydrogen peroxide.
Carbodiimide-Promoted Olefin Epoxidation with Aqueous Hydrogen Peroxide
Majetich, George,Hicks, Rodgers,Sun, Guang-Ri,McGill, Patrick
, p. 2564 - 2573 (2007/10/03)
Commercially available carbodiimides in hydroxylic solvents containing hydrogen peroxide with mildly basic or acidic catalysts have been found to promote the epoxidation of olefins. A commercially available 30% aqueous solution of hydrogen peroxide serves as the oxidant for this process. The presumed reactive species is a peroxyisourea generated in situ by the addition of hydrogen peroxide to the carbodiimide.
SYNTHESIS AND STRUCTURE OF ACRYLOYLOXYMETHYL- AND 1-ACETOXYMETHYL-3,4-EPOXYCYCLOHEXANES
Batog, A. E.,Zaitsev, S. Yu.,Kiryushina, N. P.,Zaitseva, V. V.
, p. 76 - 79 (2007/10/02)
1-Acryloyloxymethyl- and 1-acetoxymethyl-3,4-epoxycyclohexanes were synthesized, and their structures were studied.It was shown that these compounds are cis- and trans-epoxy conformers and can take part in complex formation with acrylonitrile and with certain polar solvents.
KINETICS OF THE REACTION OF ALICYCLIC MONOEPOXIDES WITH CARBOXYLIC ACIDS
Batog, A. E.,Stepko, O. P.,Nikonova, L. P.
, p. 971 - 975 (2007/10/02)
Alicyclic monoepoxides and monocyclohexyl esters of 4-cyclohexene-1,2-dicarboxylic and 5-norbornene-2,3-dicarboxylic acids were synthesized.The kinetics of the nonkatalytic reaction of the monoepoxides with carboxylic acids in the mass at 100-160 deg C we
