Accession Number : AD0717597

Title :   An Electron Spin Resonance and Nuclear Magnetic Resonance Study of the Reaction Products of Formaldehyde and N-Methylhydrazine.

Descriptive Note : Master's thesis,

Corporate Author : NAVAL POSTGRADUATE SCHOOL MONTEREY CALIF

Personal Author(s) : Watkins,Richard Smith

Report Date : DEC 1970

Pagination or Media Count : 76

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)

Descriptors :   (*ELECTRON PARAMAGNETIC RESONANCE, *NITROGEN HETEROCYCLIC COMPOUNDS), (*NUCLEAR MAGNETIC RESONANCE, NITROGEN HETEROCYCLIC COMPOUNDS), (*METHYL HYDRAZINES, CHEMICAL REACTIONS), (*FORMALDEHYDE, CHEMICAL REACTIONS), FREE RADICALS, MOLECULAR ORBITALS, OXIDATION, MERCURY COMPOUNDS, COMPUTER PROGRAMS, THESES

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE