Premium
Stabilizer Degradation in Propellants: Identification of Two Isomeric Forms of 2‐Nitro‐N‐nitroso‐N‐ethylaniline
Author(s) -
Ritter Helmut,
Braun Silke,
Kaiser Manfred,
Becher Christopher
Publication year - 2008
Publication title -
propellants, explosives, pyrotechnics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.56
H-Index - 65
eISSN - 1521-4087
pISSN - 0721-3115
DOI - 10.1002/prep.200800218
Subject(s) - nitroso , chemistry , nitro , stabilizer (aeronautics) , degradation (telecommunications) , chromatography , propellant , qualitative analysis , high performance liquid chromatography , medicinal chemistry , organic chemistry , alkyl , mechanical engineering , qualitative research , telecommunications , social science , sociology , computer science , engineering
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.