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Amide interactions in chlorinated solvents
Authors: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
Institution:(1) Present address: Department of Chemistry, Franklin and Marshall College, 17604 Lancaster, Pennsylvania;(2) Department of Chemistry, Lebanon Valley College, 17003 Annville, Pennsylvania
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.Work done at Lebanon Valley College.
Keywords:Transfer enthalpies  enthalpy of solutions  amide solvation  chlorinated hydrocarbons  pyrrole and methylpyrrole  cyclohexane  N  N-dimethylformamide andN  N-dimethylacetamide  ethylacetate
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