Mono- and diiodo-1,2,3-triazoles and their mono nitro derivatives

Deepak Chand, Chunlin He, Joseph P. Hooper, Lauren A. Mitchell, Damon A. Parrish, Jean'Ne M. Shreeve

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

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-alkyl-diiodo-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.

Original languageEnglish (US)
Pages (from-to)9684-9688
Number of pages5
JournalDalton Transactions
Volume45
Issue number23
DOIs
StatePublished - Jan 1 2016

Fingerprint Dive into the research topics of 'Mono- and diiodo-1,2,3-triazoles and their mono nitro derivatives'. Together they form a unique fingerprint.

Cite this