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- Title
Identification of products in the reaction of 2-[(hydroxyimino)methyl]-1,3-dimethylimidazolium iodide with diethyl 4-nitrophenyl phosphate in alkaline medium.
- Authors
Kapitanov, I.; Abakumov, A.; Serdyuk, A.
- Abstract
Products of the reaction of 2-[(hydroxyimino)methyl]-1,3-dimethylimidazolium iodide with diethyl 4-nitrophenyl phosphate in alkaline medium have been identified by electronic spectroscopy, one-(H, P, C) and two-dimensional (H-H COSY, H-P HMBC) NMR techniques, and NMR titration. 2-[(Hydroxyimino)-methyl]-1,3-dimethylimidazolium iodide has been found to act as nucleophile which is likely to be converted into 2-cyano-1,3-dimethylimidazolium. The other products are 4-nitrophenol and diethyl hydrogen phosphate. Other reaction paths, such as nucleophilic catalysis of the hydrolysis of diethyl 4-nitrophenyl phosphate by 2-[(hydroxyimino)methyl]-1,3-dimethylimidazolium iodide and formation of a stable phosphorylated product, have been ruled out.
- Subjects
NITROPHENYL compounds; SPECTROMETRY; NITROPHENOLS; NUCLEOPHILIC addition (Chemistry); PARATHION
- Publication
Russian Journal of Organic Chemistry, 2015, Vol 51, Issue 10, p1368
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428015100024