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Stabilizer Degradation in Propellants: Identification of Two Isomeric Forms of 2-Nitro-N-nitroso-N-ethylaniline

  • During the degradation of the propellant stabilizer Centralite I the 2-nitro-N-nitroso-N-ethylaniline 2N-NO-EA is formed showing two signals in the chromatographic analysis (HPLC) with a 2 : 1 ratio, while the 4-nitro isomer presents only one signal. This completely unexpected behaviour which interferes with the qualitative and quantitative determination was supposed to be due to the presence of two isomeric forms; however, the existence of two rotameric forms cannot be excluded. A detailed parameter study of the analytical conditions showed that at temperatures of 5 °C the isolation of the two forms should be possible. Preparative chromatography on a RP-18 column at 5 °C indeed gave fractions with differing percentages of both forms; at room temperature a re-equilibration to the starting ratio of 2 : 1 was observed.

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Document Type:Article
Author:Helmut Ritter, Silke Braun, Manfred Kaiser, Christopher Becher
Parent Title (English):Propellants, Explosives, Pyrotechnics
First Page:203
Last Page:208
Date of first publication:2008/06/02
Tag:Degradation; HPLC; Isomers; NMR; Stabilizer
Departments, institutes and facilities:Fachbereich Angewandte Naturwissenschaften
Dewey Decimal Classification (DDC):6 Technik, Medizin, angewandte Wissenschaften / 66 Chemische Verfahrenstechnik / 662 Explosivstoffe, Brennstoffe und verwandte Produkte
Entry in this database:2015/04/02