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 azides 1–8, and the possible early stage rate-controlling of an oxidative self-heating process. Significant data were obtained in the instances of 4-methylbenzenesulfonyl azide 1, 4-azido-1,10-biphenyl-2,2-azido-1,10-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

FRALEONI MORGERA, Alessandro;
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 azides 1–8, and the possible early stage rate-controlling of an oxidative self-heating process. Significant data were obtained in the instances of 4-methylbenzenesulfonyl azide 1, 4-azido-1,10-biphenyl-2,2-azido-1,10-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.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11368/2888281
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