REACTIONS OF AMIDES AND RELATED COMPOUNDS: II. NUCLEAR MAGNETIC RESONANCE INVESTIGATION OF ADDUCTS OF N-METHYLFORMAMIDE WITH HCl AND HBr AND N,N-DIMETHYLFORMAMIDE WITH PROTONATING ACIDS AND SILVER SALTS
- 1 May 1965
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 43 (5) , 995-998
- https://doi.org/10.1139/v65-134
Abstract
The proton magnetic resonance spectra of dimethylformamide – proton acid and dimethyl-formamide – silver salt complexes in 2-nitropropane solution as well as N-methylformamide-HCl and HBr adducts in tetramethylene sulfone solution have been investigated. The results indicate that the protonation takes place on the carbonyl oxygen. For most of the acids investigated, the acid strength correlates with shifts of both the methyl proton and the proton complexed at the carbonyl oxygen. The dimethylformamide – silver salt complexes have a structure similar to the DMF – Lewis acid or protonating acid adducts.Keywords
This publication has 2 references indexed in Scilit:
- A NUCLEAR MAGNETIC RESONANCE INVESTIGATION OF THE PROTONATION OF AMIDES IN FLUOROSULPHURIC ACIDCanadian Journal of Chemistry, 1963
- The Mode of Protonation of AmidesProceedings of the National Academy of Sciences, 1958