Mono- and diioso-1,2,3-trizoles and their mono nitro derivatives

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Authors
Chand, Deepak
He, Chunlin
Hooper, Joseph P.
Mitchell, Lauren A.
Parrish, Damon A.
Shreeve, Jean'ne M.
Subjects
Advisors
Date of Issue
2016
Date
Publisher
Royal Society of Chemistry
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Abstract
4-Iodo-1H-1,2,3-triazole (2) and 4,5-diiodo-1H-1,2,3-triazole (3) were synthesized using an efficient and viable synthetic route. The N-alkylation of 3 resulted in the formation of two tautomers. The N-alkyldiiodo- triazoles were nitrated with 100% nitric acid to form monoiodo–mononitro-triazoles. The structures of 2-methyl-4,5-diiodo-1,2,3-triazole (5), 1-ethyl-4,5-diiodo-1,2,3-triazole (6), 1-methyl-4-nitro- 5-iodo-1,2,3-triazole (8) and 1-ethyl-4-nitro-5-iodo-1,2,3-triazole (10) were confirmed by X-ray crystal analysis. All of the new triazoles were fully characterized via NMR, and infrared spectra, and elemental analyses as well as by their thermal and sensitivity properties. Decomposition products calculated using Cheetah 7 software show that these iodo–nitro triazoles liberate iodine.
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Article
Description
The article of record as published may be found at http://dx.doi.org/10.1039/c6dt01731b
URI
https://hdl.handle.net/10945/51918
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Department
Physics
Organization
Naval Postgraduate School (U.S.)
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NPS Report Number
Sponsors
Office of Naval Research
Defense Threat Reduction Agency
Funding
N00014-16-1-2089 (ONR)
HDTRA 1-15-1-0028
Format
5 p.
Citation
Deepak Chand, Chunlin He, Joseph P. Hooper, Lauren A. Mitchell, Damon A. Parrish, Jean'ne M. Shreeve, "Mono- and diiodo-triazoles and their mono nitro derivatives," Dalton Transactions, v.46 (2016), pp. 9684-9688.
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This publication is a work of the U.S. Government as defined in Title 17, United States Code, Section 101. Copyright protection is not available for this work in the United States.
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