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- Title
Stability and decarbonylation of 1,3-dialkyl-2-formylimidazolium perchlorate in solution.
- Authors
Xin, Hong-Xing; Liu, Qi; Yan, Hong; Song, Xiu-Qing
- Abstract
The stability of 1,3-dialkyl-2-formylimidazolium perchlorate 1 in solution was studied in detail and found to be related to its structure and the solvent character and temperature. 1 was stable in common solvents at room temperature and unstable in protic solvents under reflux. In protic solvents, such as H2O, MeOH, EtOH, and AcOH, 1 decarbonylated into 1,3-dialkylimidazole perchlorates 2, which was confirmed by 1H NMR, 13C NMR, HRMS, and X-ray spectroscopy. The decarbonylation of 1 was proposed to occur via its hemiacetal formed by the addition of solvents based on the tracking NMR spectra of 1 in deuterated reagents.
- Subjects
DECARBONYLATION; PERCHLORATES; SOLVENTS; X-ray spectra; AZOLES; CHEMICAL reagents
- Publication
Canadian Journal of Chemistry, 2013, Vol 91, Issue 6, p442
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/cjc-2012-0497