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Amide interactions in chlorinated solvents

  • J. N. Spencer
  • , S. K. Berger
  • , C. R. Powell
  • , B. D. Henning
  • , G. S. Furman
  • , W. M. Loffredo
  • , E. M. Rydberg
  • , R. A. Neubert
  • , C. E. Shoop
  • , D. N. Blauch
  • Franklin and Marshall College, Lancaster
  • Lebanon Valley College

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

Enthalpies of solution and of transfer of amides for the solvents chloroform (CHCl3), methylenechloride (CH2Cl2), carbontetrachloride (CCl4), cyclohexane (C6H12), N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA), and ethylacetate (EtOAc) have been used to isolate and quantify the solvation interactions of amides in chlorinated solvents. Specific interactions at the aminde carbonyl and N-H groups have been identified. An analysis of the transfer enthalpies of pyrrole and methylpyrrole from cyclohexane to the chlorinated solvents shows that specific interactions between the pyrroles and these solvents are similar in nature. A means of calculating differences in the transfers of different solutes between the same solvent pair is given.

Original languageEnglish
Pages (from-to)501-509
Number of pages9
JournalJournal of Solution Chemistry
Volume10
Issue number7
DOIs
StatePublished - Jul 1981

Keywords

  • amide solvation
  • chlorinated hydrocarbons
  • cyclohexane
  • enthalpy of solutions
  • ethylacetate
  • N,N-dimethylformamide and N,N-dimethylacetamide
  • pyrrole and methylpyrrole
  • Transfer enthalpies

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