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Use of NMR spectrometry for studying the acetolysis of hexamethylenetetramine III. The reaction between hexamethylenetetramine and acetic anhydride to form TRAT
Author(s) -
Shaofang Wang,
Ju Chen,
Fuping Li
Publication year - 1987
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.19870120203
Subject(s) - hexamethylenetetramine , acetic anhydride , chemistry , mass spectrometry , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , chromatography
The acetolysis of hexamethylenetetramine (HA) to form 1,3,5‐triacetyl‐1,3,5‐triazacyclohexane (TRAT) has studied by NMR. It was found that this reaction experienced two different courses. HA turned to TRAT through the intermediate 3,7‐diacetyl‐1,3,5,7‐tetraaza‐[3.3.1]‐bicyclononace (DAPT), and HA converted at first to an intermediate M 1 , which gave TRAT through another intermediate M 2 in the presence of water. Based on the 1 H and 13 C spectra, the change in the spectra with reaction and the possibility of reaction, we assumed both the structure of M 2 and its reaction mechanism.