%0 Journal Article
%T Intramolecular Hydrogen Bonding in 2,3-Bis-(3,4-dimethoxybenzoyl)Propionitrile
%J American Journal of Chemistry
%@ 2165-8781
%D 2012
%I 
%R 10.5923/j.chemistry.20120202.07
%X 3,4-Dimethoxybenzoylacetonitrile, required in the synthesis of some isoxazole derivatives, was obtained from ¦Á-bromoacetoveratrone and potassium cyanide. In this reaction, a byproduct could be isolated. From its IR, 1H-NMR, MS and elemental analysis data, it was identified as 2,3-bis-(3,4-dimethoxybenzoyl)propionitrile. A careful study of its NMR spectrum revealed the existence of two intramolecular weak hydrogen bonds, in solution in CDCl3, of the type C-H---O=C. Paramagnetic shifts, ¦¤¦Ä, of 0.5 and 1 ppm, were found for the hydrogens involved in the interactions, as well as significant differences in the coupling constants. A molecular model confirmed the findings made by the conformational analysis. Thus, the secondary structure of the title compound was established.
%K Weak Hydrogen Bonds
%K Nuclear Magnetic Resonance
%K Conformational Analysis
%K Secondary Structure
%U http://article.sapub.org/10.5923.j.chemistry.20120202.07.html