38615-93-9Relevant academic research and scientific papers
Knoevenagel Condensation of Aldehydes and Ketones with Malononitrile Catalyzed by Amine Compounds-Tethered Fe3O4@SiO2 Nanoparticles
de Resende Filho, Jo?o Batista M.,Pires, Gilvan P.,de Oliveira Ferreira, Jo?o Marcos Gomes,Teotonio, Ercules E. S.,Vale, Juliana A.
, p. 167 - 180 (2017)
Abstract: A new magnetic nanoparticle supported-catalyst was developed for the Knoevenagel condensation between malononitrile and several aldehydes. The Fe3O4@SiO2-3N (where 3N = N1-(3-trimethoxysilylpropyl)diet
Experimental evidence for a dual site mechanism in Sn-Beta and Sn-MCM-41 catalysts for the Baeyer-Villiger oxidation
Corma, Avelino,Renz, Michael
, p. 1727 - 1736 (2007/10/03)
It is postulated that the catalytic active centre in Sn-Beta and Sn-MCM-41 zeolites for Baeyer-Villiger oxidations involves not only the framework Sn sites but also an associated "basic" oxygen that stabilises the reaction transition state through hydrogen bonding. The presence of these "basic" sites has been studied by cross-polarization MAS NMR H → Sn, and by carrying out the condensation of ketones with malononitrile. The reaction proceeds highly selectively and the reactivity of the substrates corresponds to that of the ketones in the Baeyer-Villiger oxidation with hydrogen peroxide, catalysed with tin-containing molecular sieves.
CINETIQUE ET MECANISME DE LA REACTION DE KNOEVENAGEL DANS LE BENZENE-2 REACTION DU MALONITRILE ET DE LA (+) METHYL-3 CYCLOHEXANONE EN PRESENCE D'UNE AMINE PRIMARIE PURE ET DE SON MELANGE AVEC L'ACIDE ACETIQUE
Guyot, J.,Kergomard, A.
, p. 1167 - 1179 (2007/10/02)
The kinetics of the reaction of (+)-3-methyl cyclohexanone with malonitrile were studied in benzene at 25 deg C, in the presence of hexylamine-acetic acid mixtures.Hexylamine gives an imine with cyclohexanone in an acid-catalyzed step.This imine then reacts quickly with malononitrile.A rate law of zero order in malononitrile is observed.Separate kinetic results obtained for the formation of the imine and for the imine-malonitrile reaction support this mechanism.Without acetic acid, a complex rate law is observed; hexylamine acts mainly as a basic catalyst.Primary amine-carboxylic acid was used as a catalyst in Knoevenagel reaction, often giving an increase in yield and a diminution in the reaction time compared with the more commonly used catalysts: piperidine, β-alanine, AcOH-AcONH4.
CINETIQUE ET MECHANISME DE LA REACTION DE KNOVENAGEL DANS LE BENZENE-1 REACTION DU MALONITRILE ET DE LA (+) METHYL-3 CYCLOHEXANONE EN PRESENCE D'AMINES TERTIAIRE ET SECONDAIRE PURES OU EN MELANGE AVEC DES ACIDES CARBOXYLIQUES
Guyot, J.,Kergomard, A.
, p. 1161 - 1166 (2007/10/02)
The kinetics of the reaction of malonitrile with (+) 3-methyl-cyclohexanone were studied in benzene at 25 deg C in the presence of triethylamine or piperidine, either alone or together with acetic acid or benzoic acid.The rate law of the reaction was found to be: v=k (Amine)(Ketone)(Nitrile).It is interpreted in terms of a basic catalysis by the amine.When amine-acid mixtures were used, a general acid catalysis was observed but its effect on the overall rate of the reaction was slight, since the acid also lowered the concentration of free amine.
