78596-46-0Relevant academic research and scientific papers
A clay catalyzed method for diethyl 2,2,2- trichloroethylidenepropanedioate, an efficient intermediate for the synthesis of enamino esters
Deshmukh,Panse,Bhawal
, p. 1801 - 1809 (2007/10/03)
An improved high yielding procedure for diethyl 2,2,2- trichloroethyledinepropanedioate (3) using montmorillonite K-10 catalyst has been described. Various diethyl (substituted aminomethylene)propanedioates (6a-j) have been synthesised in excellent yields starting from propanedioate (3) via addition products (5a-j).
Vibrational Spectroscopy and Conformations of 2-Alkoxycarbonyl-3-aminoacrylic Esters
Gomez-Sanchez, Antonio,Sempere, Eugenia,Bellanato, Juana
, p. 561 - 570 (2007/10/02)
The i.r., Raman, and 1H n.m.r. spectra of 2-alkoxycarbonyl-3-aminoacrylic esters (IV; R1=H, alkyl, aryl) and those of their N-deuteriated derivatives show that these substances exist in the enamino-ester form with a strong intramolecular hydrogen bond between the cis-NH (or -ND) and CO2R2 groups.Some complexities in the i.r. and Raman bands, and their dependence on solvent polarity, temperature, and aggregation state, indicate the existence of rotational isomerism: conformers (IVa and b) predominate in non-polar media; an additional rotamer (IVd) is also probably present in polar solvents.Conformation (IVb) is preferred in the solid state.Some features of the ν(C=O) bands suggest a weak vibrational coupling between the carbonyls.The validity of the criteria established by Smith and Taylor to ascertain the planarity of these and related substances is discussed, and no significant difference in this respect is considered to exist between compounds (IV) with primary and secondary amino-groups.
