The exothermic decompositions of the tosyl azide 1, five substituted aryl monoazides 2 – 6 and two diazides: 1-azido-4-(4-azidophenoxy)benzene 7 and 1-azido-4-[(4-azidophenyl)sulfanyl]benzene 8 were studied experimentally using DSC, weight loss TGA-FTIR and C80-FTIR techniques, and theoretically using the CHETAH software. Numerical modelling and electron impact mass spectrometry (EI-MS) were also performed to investigate the nature of the intrinsic molecular reactivity of the azides 1 — 8, and the possible early stages rate-controlling of an oxidative self-heating process. Significant data were obtained in the instances of 4-methyl-benzenesulfonyl azide 1, 4-azido-1,1’-biphenyl 2, 2-azido-1,1’-biphenyl 3 and 1-azido-2-(trifluoromethyl)benzene 6. The most likely decomposition pathways of the azides are proposed to explain the observed thermal behavior.
Hazardous N-Containing System: Thermochemical and Computational Evaluation of the Intrinsic Molecular Reactivity of Some Aryl Azides and Diazides / P. Cardillo; L. Gigante; A. Lunghi; A. Fraleoni-Morgera; P. Zanirato;. - In: NEW JOURNAL OF CHEMISTRY. - ISSN 1144-0546. - STAMPA. - 32:(2008), pp. 47-53. [10.1039/b707931c]
Hazardous N-Containing System: Thermochemical and Computational Evaluation of the Intrinsic Molecular Reactivity of Some Aryl Azides and Diazides.
FRALEONI MORGERA, ALESSANDRO;ZANIRATO, PAOLO
2008
Abstract
The exothermic decompositions of the tosyl azide 1, five substituted aryl monoazides 2 – 6 and two diazides: 1-azido-4-(4-azidophenoxy)benzene 7 and 1-azido-4-[(4-azidophenyl)sulfanyl]benzene 8 were studied experimentally using DSC, weight loss TGA-FTIR and C80-FTIR techniques, and theoretically using the CHETAH software. Numerical modelling and electron impact mass spectrometry (EI-MS) were also performed to investigate the nature of the intrinsic molecular reactivity of the azides 1 — 8, and the possible early stages rate-controlling of an oxidative self-heating process. Significant data were obtained in the instances of 4-methyl-benzenesulfonyl azide 1, 4-azido-1,1’-biphenyl 2, 2-azido-1,1’-biphenyl 3 and 1-azido-2-(trifluoromethyl)benzene 6. The most likely decomposition pathways of the azides are proposed to explain the observed thermal behavior.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
