Structural basis of the impact sensitivities of 1-picryl-1,2,3-triazole, 2-picryl-1,2,3-triazole, 4-nitro-1-picryl-1,2,3-triazole, and 4-nitro-2-picryl-1,2,3-triazole
- Los Alamos National Lab., NM (USA)
The isomeric pairs 1-picryl-1,2,3-triazole, 2-picryl-1,2,3-triazole and 4-nitro-1-picryl-1,2,3-triazole, 4-nitro-1-picryl-1,2,3-triazole differ dramatically in their impact sensitivity. Since these pairs of compounds have identical oxygen balance this strongly suggests that there is a difference in the decomposition mechanism. The authors report here the x-ray crystal structure, molecular orbital calculations, and {sup 13}C and {sup 1}H NMR spectra of the four compounds. The picryl substituents are essentially identical in all four cases. The most significant structural difference in the X-ray structures and in the molecular orbital calculations is a decrease in the N2-N3 bond length, accompanied by a lengthening of the adjacent bonds, in the two 1-picryl isomers relative to the corresponding bond lengths in the 2-picryl isomers. Molecular orbital calculations show that this leads to a low activation energy for the elimination of N{sub 2} from the 1-picryl isomers. They suggest that this initial step then leads to a reactive intermediate and is responsible for the large difference in sensitivity.
- OSTI ID:
- 5305148
- Journal Information:
- Journal of Physical Chemistry; (USA), Journal Name: Journal of Physical Chemistry; (USA) Vol. 93:2; ISSN 0022-3654; ISSN JPCHA
- Country of Publication:
- United States
- Language:
- English
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ACTIVATION ENERGY
AROMATICS
AZOLES
BOND LENGTHS
CARBON 13
CARBON ISOTOPES
CARBOXYLIC ACID SALTS
CHEMICAL EXPLOSIVES
COHERENT SCATTERING
CRYSTAL STRUCTURE
CRYSTALS
DATA
DIFFRACTION
DIMENSIONS
ENERGY
ENERGY TRANSFER
EVEN-ODD NUCLEI
EXPERIMENTAL DATA
EXPLOSIVES
HETEROCYCLIC COMPOUNDS
HYDROGEN 1
HYDROGEN ISOTOPES
HYDROXY COMPOUNDS
INFORMATION
ISOTOPES
LENGTH
LIGHT NUCLEI
MATHEMATICAL MODELS
MOLECULAR ORBITAL METHOD
MOLECULAR STRUCTURE
MONOCRYSTALS
NITRO COMPOUNDS
NMR SPECTRA
NUCLEI
NUMERICAL DATA
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PHENOLS
PICRIC ACID
SCATTERING
SPECTRA
STABLE ISOTOPES
X-RAY DIFFRACTION