78920-92-0Relevant academic research and scientific papers
Nitroketene-s,n-acetals as precursors for nitroacetamides and the elusive nitrothioacetahides
Manjunatha, Sulur G.,Reddy, K. Venodhar,Rajappa, Srinivasachari
, p. 1327 - 1330 (2007/10/02)
1-Amino-1-methylthio-2-nitroethenes (2) can be converted in high yields to the Nitroacetamides (3) by Hg2+ catalysed hydrolysis and to the Nitrothioacetamides (4) by Na2S in ethanol-acetic acid.
Massenspektrometrische Untersuchung von Stickstoffverbindungen, XXXI. Experimentelle und theoretische Untersuchungen zur dissoziativen Ionisierung von α-nitro- und α-halogensubstituierten Acetamiden. Pseudo-einstufige Zerfallsprozesse von Radikalionen in der Gasphase
Ciommer, Bernhard,Frenking, Gernot,Schwarz, Helmut
, p. 1503 - 1519 (2007/10/02)
The unimolecular elimination of Br. (and NO2.) from the cation radicals of the title compounds 1 and 2 cannot be described as a simple one-step process giving rise to the formation of the substituted α-acylium cation 3.Both experiments and MNDO calculations clearly indicate that the cleavage of the C - X bond is preceded by an intramolecular hydrogen migration, whereby a hydrogen from the NCH3 group is transferred to the carbonyl oxygen.It is the intermediate 4 from which the actual dissociation takes place, thus generating 5.The mechanistic details of the process of both ethylene and ketene loss from 5 generating 13 and 17, respectively, are discussed in detail.
