Polyether catalysis of ester aminolysis. A computational and experimental study was written by Zipse, Hendrik;Wang, Li Hsing;Houk, Kendall N.. And the article was included in Liebigs Annalen in 1996.Reference of 60221-37-6 This article mentions the following:
Model systems for the reaction of amines with esters were investigated with ab initio methods. NH3 and MeNH2 were used as models for primary amines, and HCO2H, AcOMe, AcOPh, and AcOC6H4-4-NO2 were chosen to represent typical esters. Geometry optimizations were performed for all systems, and relative energies were evaluated. The lowest barriers are found for the reaction of MeNH2 with 4-AcOC6H4NO2. Reaction occurs in this case according to a direct displacement pathway, on which all bond formation and breaking occurs in a single step. Complexation of the transition structures by Me2O or (MeOCH2)2 leads to much the same changes as observed for variation of the leaving group. Based on the ab initio data a force field for the calculation of transition state-catalyst complexation was developed. This force field as well as ground state complexation energies were employed to predict catalytic activities for a number of polyethers, polyalcs., and pyrans, which in part, were also investigated exptl. In the experiment, the researchers used many compounds, for example, 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6Reference of 60221-37-6).
2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Reference of 60221-37-6
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem