Document Detail

Protic ionic liquids based on the dimeric and oligomeric anions: [(AcO)xH(x-1)]-.
MedLine Citation:
PMID:  18473045     Owner:  NLM     Status:  MEDLINE    
We describe a fluidity and conductivity study as a function of composition in N-methylpyrrolidine-acetic acid mixtures. The simple 1 : 1 acid-base mixture appears to form an ionic liquid, but its degree of ionicity is quite low and such liquids are better thought of as poorly dissociated mixtures of acid and base. The composition consisting of 3 moles acetic acid and 1 mole N-methylpyrrolidine is shown to form the highest ionicity mixture in this binary due to the presence of oligomeric anionic species [(AcO)(x)H(x-1)](-) stabilised by hydrogen bonds. These oligomeric species, being weaker bases than the acetate anion, shift the proton transfer equilibrium towards formation of ionic species, thus generating a higher degree of ionicity than is present at the 1 : 1 composition. A Walden plot analysis, thermogravimetric behaviour and proton NMR data, as well as ab initio calculations of the oligomeric species, all support this conclusion.
K M Johansson; E I Izgorodina; M Forsyth; D R MacFarlane; K R Seddon
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Publication Detail:
Type:  Journal Article     Date:  2008-03-20
Journal Detail:
Title:  Physical chemistry chemical physics : PCCP     Volume:  10     ISSN:  1463-9076     ISO Abbreviation:  Phys Chem Chem Phys     Publication Date:  2008 May 
Date Detail:
Created Date:  2008-05-13     Completed Date:  2008-08-05     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100888160     Medline TA:  Phys Chem Chem Phys     Country:  England    
Other Details:
Languages:  eng     Pagination:  2972-8     Citation Subset:  IM    
School of Chemistry, Monash University, Clayton 3800, Victoria, Australia.
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MeSH Terms
Acetic Acid / chemistry*
Anions / chemistry
Electric Conductivity
Hydrogen Bonding
Ionic Liquids / chemistry*
Magnetic Resonance Spectroscopy
Models, Chemical
Pyrrolidines / chemistry*
Reg. No./Substance:
0/Anions; 0/Ionic Liquids; 0/Protons; 0/Pyrrolidines; 120-94-5/N-methylpyrrolidine; 64-19-7/Acetic Acid

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