15437-08-8Relevant academic research and scientific papers
STEREOCHEMISTRY OF α-AMINOACETOPHENONE OXIMES STUDY OF SOLVENT EFFECTS
Moehrle, H.,Wehefritz, B.,Steigel, A.
, p. 2255 - 2260 (2007/10/02)
The aminolysis of Z-α-halogenoacetophenone oximes results in different mixtures of E- and Z-α-aminoacetophenone oximes depending on the solvent used.Assignment of configuration can be achieved by 13C NMR spectroscopy even if only one isomer is available using a strong solvent dependence of the methylene chemical shift in the case of the Z-isomers.This effect is due to the presence of different conformations in the solvents chloroform and dimethyl sulfoxide.Together with a study by vapor pressure osmometry the results provide an unambiguous proof of intramolecular hydrogen bonding of Z-α-aminoacetophenone oximes in chloroform.
