An Electron Spin Resonance and Nuclear Magnetic Resonance Study of the Reaction Products of Formaldehyde and N-Methylhydrazine.
Abstract
An NMR and EPR study of the reaction products of formaldehyde and N-methylhydrazine was conducted primarily to identify the radical species noted when 1,4-dimethyl-dihydro-s-tetrazine was prepared by the oxidation of 1,4-dimethyl-hexahydro-s-tetrazine with mercuric oxide. The radical was deep violet in ether solution, and generated an extremely complex ESR signal. NMR analysis demonstrated that the radical precursor was a reaction side product, and was only present when certain NMR peaks were present. The NMR data coupled with the assignment of the spectrum generated indicated that the precursor was 1,5-dimethyl-hexahydro-s-tetrazine, and the radical was 1,5-dimethyl-verdazyl. The first aliphatic verdazyl is reported. Complete NMR, ESR, and molecular orbital data are documented as is a unique computer method for assigning ESR spectra. In addition, mass spectrographic, UV/visible, IR, and chromatographic methods/data are discussed. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Dec 01, 1970
- Accession Number
- AD0717597
Entities
People
- Richard Smith Watkins
Organizations
- Naval Postgraduate School