Addition of N-H and O-H Bonds of Amines and Alcohols to Electron-Deficient Olefins Catalyzed by Monomeric Copper(I) Systems: Reaction Scope, Mechanistic Details, and Comparison of Catalyst Efficiency was written by Munro-Leighton, Colleen;Delp, Samuel A.;Blue, Elizabeth D.;Gunnoe, T. Brent. And the article was included in Organometallics in 2007.Safety of Ethyl 3-ethoxypropanoate The following contents are mentioned in the article:
Monomeric Cu(I) amido, alkoxide, and aryloxide complexes catalyze the addition of N-H and O-H bonds of amines and alcs., resp., to electron-deficient olefins. The ancillary ligands of the active catalysts include the N-heterocyclic carbene (NHC) ligands IPr, IMes, and SIPr {IPr = 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene; IMes = 1,3-bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene; SIPr = 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene} as well as the chelating bisphosphine ligand dtbpe {dtbpe = 1,2-bis(di-tert-butylphosphino)ethane}. For the hydroamination and hydroalkoxylation of olefins, both aromatic and alkyl substituents can be incorporated into the nucleophile, and both primary and secondary amines are reactive. Monosubstituted and disubstituted olefins undergo reaction. For the addition of aniline to acrylonitrile, kinetic studies suggest a pathway that is dependent on the concentration of amine, olefin, and catalyst as well as inversely proportional to the concentration of the product 3-anilinopropionitrile. At low concentrations, the addition of tert-butylisonitrile increases the rate of catalysis. The proposed mechanism involves N-C or O-C bond formation by an intermol. nucleophilic addition of the amido, alkoxide, or aryloxide ligand to free olefin. This study involved multiple reactions and reactants, such as Ethyl 3-ethoxypropanoate (cas: 763-69-9Safety of Ethyl 3-ethoxypropanoate).
Ethyl 3-ethoxypropanoate (cas: 763-69-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Safety of Ethyl 3-ethoxypropanoate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics