Document Detail


Interaction of acetonitrile with trifluoromethanesulfonic acid: unexpected formation of a wide variety of structures.
MedLine Citation:
PMID:  22322594     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Interaction of acetonitrile with trifluoromethanesulfonic acid has been studied by multinuclear NMR and ESI-MS. It has been found that the interaction results in formation of a great variety of different cations and neutral compounds which is controlled by the ratio of CH(3)CN to TfOH. In the presence of an excess of the acid (molar ratio 1 : 8-14) diprotonated N-acetylacetamidine 1 is formed as the major product, which eventually transforms into protonated acetamidine 3 and acetic acid 4. At molar ratio of (1 : 1-2) diprotonated 2,4-dimethyl-6-methylidene-3H-1,3,5-triazine 12, tautomer of the diprotonated trimethyl-s-triazine 11, becomes the main product at an early stage of the reaction and diprotonated 1-(dimethyl-1,3,5-triazin-2-yl)prop-1-en-2-ol 15 at a later stage. In the case of a large excess of acetonitrile (4-20 : 1) trication 17 is formed as a result of the interaction between 11 and 12 along with some oligomers [(CH(3)CN)(3)](n) (n = 4-12).
Authors:
George E Salnikov; Alexander M Genaev; Vladimir G Vasiliev; Vyacheslav G Shubin
Related Documents :
17018414 - Ozonation of dyes and textile wastewater in a rotating packed bed.
19490344 - Effects of ph adjustment and sodium ions on sour taste intensity of organic acids.
25466004 - Systematic qualitative and quantitative assessment of fatty acids in the seeds of 60 tr...
19924954 - New option for characterizing the mobility of organic compounds in humic acids.
9051744 - Facilitated brain uptake of 4-chlorokynurenine and conversion to 7-chlorokynurenic acid.
18778834 - Determination of the degradation products of selected sulfonated phenylazonaphthol dyes...
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-2-10
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  -     ISSN:  1477-0539     ISO Abbreviation:  -     Publication Date:  2012 Feb 
Date Detail:
Created Date:  2012-2-10     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Academician Lavrent'ev Ave., 9, Novosibirsk 630090, Russian Federation. genaev@nioch.nsc.ru.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Physicians' self-assessment of cancer pain treatment skills-more training required.
Next Document:  Endothelin-converting enzyme-1 actions determine differential trafficking and signaling of corticotr...