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Systems designed with an ionic liquid and molecular solvents to investigate the kinetics of an SNAr reaction

Salari, H ; Sharif University of Technology | 2013

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  1. Type of Document: Article
  2. DOI: 10.3184/146867813X13632857557572
  3. Publisher: 2013
  4. Abstract:
  5. The microscopic features of binary solvent systems formed by molecular solvents (methanol, ethanol, 2-methylpropan-2-ol, water, pyridine, acetonitrile, 1-propanol, 2-propanol, dimethylformamide) and the ionic liquid ([bmim]BF 4) as cosolvent were used to select mixed solvents with particular characteristics. Molecular-microscopic solvent parameters corresponding to these binary mixtures were utilised to study the kinetics of the nucleophilic substitution reaction between 2-chloro-3,5-dinitropyridine and aniline to investigate and compare the effects of the solvents on a model chemical reaction. For these mixtures, the solvation behaviour is dominated by both the dipolarity/ polarisability and hydrogen bonding interactions of the media. In these solutions, the rate constants of the reaction decrease with the mole fraction of ionic liquid
  6. Keywords:
  7. Aromatic nucleophilic substitution reaction ; Binary mixture ; Ionic liquid ; SNAr ; Solvent effect ; Aromatic nucleophilic substitution reaction ; Binary solvent systems ; Hydrogen bonding interactions ; Microscopic features ; Molecular solvents ; Nucleophilic substitution reactions ; Solvation behaviours ; Solvent effects ; Binary mixtures ; Hydrogen bonds ; Organic solvents ; Propanol ; Rate constants ; Solvents ; Substitution reactions ; Ionic liquids
  8. Source: Progress in Reaction Kinetics and Mechanism ; Volume 38, Issue 2 , 2013 , Pages 157-170 ; 14686783 (ISSN)
  9. URL: http://www.ingentaconnect.com/content/stl/prk/2013/00000038/00000002/art00004?token=004a15d1f83cd67232d45232b6d7a407b6f2c3141527a773568293c6c567e504f58762f461