%0 Journal Article %T CORRELATION ANALYSIS OF IR, 1 H- AND 13 C-NMR SPECTRAL DATA OF N-ALKYL AND N-CYCLOALKYL CYANOACETAMIDES %A Aleksandar D. Marinkovi£¿ %A Jelena Nedeljkovi£¿ %A Du£¿an £¿. Mijin %A Nata£¿a Ili£¿ %J Chemical Industry and Chemical Engineering Quarterly %D 2011 %I Association of the Chemical Engineers %X Linear free energy relationships (LFER) were applied to the IR, 1H- and 13C--NMR spectral data in N-alkyl and N-cycloalkyl cyanoacetamides. N-alkyl and N-cycloalkyl cyanocetamides were synthesized from corresponding amine and ethyl cyanoacetate. A number of substituents were employed for alkyl substitution, and fairly good correlations were obtained, using simple Hammett equation. In N-alkyl and N-cycloalkyl cyanoacetamides substituent cause SCS of N-H hydrogen primarily by steric interaction, polar subtituent effect influences SCS shift of C=O carbon, while steric effect of N-alkyl substituent causes IR stretching frequencies of N-H, C=O and CN group. The conformations of investigated compounds have been studied by the use of semiempirical PM6 method, and together with LFER analysis, give a better insight into the influence of such a structure on the transmission of electronic substituent effects. Negative ¦Ñ values for several correlations (reverse substituent effect) were found. %K N-alkyl cyanoacetamides %K N-cycloalkyl cyanoacetamide %K LFER analysis %K IR and NMR spectra %K SCS shift %K Hammett equation. %U http://www.ache.org.rs/CICEQ/2011/No3/CICEQ_Vol17_%20No3_pp307-314_Jul-Sep_2011.pdf