Radical Cations of Trialkylamines: ESR Spectra and Structures was written by de Meijere, Armin;Chaplinski, Vladimir;Gerson, Fabian;Merstetter, Pascal;Haselbach, Edwin. And the article was included in Journal of Organic Chemistry in 1999.Application In Synthesis of N-Cyclopropylformamide This article mentions the following:
Novel syntheses of cyclopropyldiisopropylamine (15), di-tert-butylcyclopropylamine (16), dicyclopropylisopropylamine (17), and tricyclopropylamine (18) are described. Hyperfine data were determined by ESR spectroscopy for the radical cations of these trialkylamines, as well as for those of ethyldiisopropylamine (10), diisopropyl-n-propylamine (11), dicyclohexylethylamine (12), diisopropyl-3-pentylamine (14), and 1-azabicyclo[3.3.3]undecane (manxine; 27). The radical cation of triisopropylamine (13) was reexamined under conditions of improved spectral resolution Coupling constants of the 14N nucleus and the β-protons in the radical cations of 18 trialkylamines provide reliable information about the geometries of these species, which are confirmed by theor. calculations With the exception of a few oligo-cyclic amines, for which flattening is impaired by the rigid mol. framework, all of the radical cations should be planar. Correlation between the observed coupling constants of the β-protons and the calculated <cos2 θ> values of the dihedral angle θ, defining the conformation of the alkyl substituent or the azacycloalkane, is verified. Upon oxidation, striking changes occur for those amines that have cyclopropyl substituents, because of the tendency of these groups to assume a perpendicular conformation in the neutral amines and a bisected orientation in the corresponding radical cations. In the experiment, the researchers used many compounds, for example, N-Cyclopropylformamide (cas: 58644-54-5Application In Synthesis of N-Cyclopropylformamide).
N-Cyclopropylformamide (cas: 58644-54-5) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Application In Synthesis of N-Cyclopropylformamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics