25783-92-0Relevant academic research and scientific papers
Synthesis, structure-properties relationship and biodegradability assessment of novel protic ionic liquids
Avraam, Elpida,Detsi, Anastasia,Kyritsis, Apostolos,Politidis, Christos,Skarpalezos, Dimitrios,Tzani, Andromachi
, (2021/10/14)
In the present study, the design, synthesis and biodegradability assessment of 14 protic ionic liquids (PILs), among which nine are presented for the first time in bibliography, is presented. Furthermore, since PILs are considered as alternative green solvents with favorable properties for a variety of applications, we herein report the study of two of the most important PILs physicochemical properties, thermal behavior (melting, cold crystallization and glass transition temperatures) and viscosity. The effect of selected structural features of the PILs ions (such as the aromatic and alicyclic ring, the ions size and the presence of hydroxyl groups) on the above-mentioned properties has been also discussed.
Anilinolysis of picryl benzoate derivatives in methanol: Reactivity, regioselectivity, kinetics, and mechanism
Ibrahim, Mahmoud F.,El-Atawy, Mohamed A.,El-Sadany, Samir K.,Hamed, Ezzat A.
supporting information, p. 551 - 559 (2013/08/23)
The reaction of picryl benzoate derivatives 1a-g with aniline in methanol proceeds through CO-O and Ar-O bond cleavage pathways. Furthermore, the reactivity of these esters toward anilinolysis is correlated to the energy gap between highest occupied molecular orbital aniline and lowest unoccupied molecular orbital of each ester. The regioselectivity of acyl-oxygen versus aryl-oxygen cleavage is also discussed. The overall rate constants k tot split into kCO-O (the rate constant of acyl-oxygen cleavage) and kAr-O (rate constant of aryl-oxygen cleavage). The CO-O bond cleavage advances through a stepwise mechanism in which the formation of the tetrahedral intermediate is the rate-determining step. The Ar-O bond cleavage continues through a SNAr mechanism in which the departure of the leaving group from the Meisenheimer complex occurs rapidly after its formation in the rate-determining step.
