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Gas‐phase Pyrolysis of Methyl Dimethylcarbamate and the Corresponding Mono‐ and Dithio Analogs
Author(s) -
Carlsen Lars,
Egsgaard Helge
Publication year - 1987
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19871200616
Subject(s) - pyrolysis , chemistry , mass spectrometry , acetic acid , yield (engineering) , isomerization , gas phase , atmospheric temperature range , sulfur , analytical chemistry (journal) , organic chemistry , chromatography , catalysis , thermodynamics , physics
Gas‐phase pyrolysis of methyl dimethylcarbamate ( 1 ), O ‐methyl dimethylthiocarbamate ( 2 ), S ‐methyl dimethylthiocarbamate ( 3 ), and methyl dimethyldithiocarbamate ( 4 ) has been carried out in the temperature range 1043–1404 K applying the gas‐phase Curie‐point pyrolysis technique. Real‐time analyses of the pyrolyses were carried out by field ionization‐ and collision activation mass spectrometry. 1 and 4 were found to be thermally very stable even after pyrolysis at 1404 K. N ‐Methyl methanimine was found in moderate yield following pyrolysis of 2 and 3 . The possible isomerization of the ester functions were studied by application of collision activation mass spectrometry in combination with 18 O and 34 S labeling. The results are discussed considering available data on the simple acetic acid esters with special emphasis on the effect of increasing sulfur content.