SOLVATION OF PRIMARY AMINES: SHORT-RANGE SOLVATION OF PROTON TRANSFER COMPLEXES OF 2,4-DINITROPHENOL, AND n-BUTYLAMINE

Article abstract of DOI:10.1016/0022-2860(90)80148-D

The short range solvation of the proton-transfer complex formed between 2,4-dinitrophenol and n-butylamine was studied in benzene solution containing small amounts of three ethers: n-propylether, tetrahydropyran, and dioxane.In all cases a pattern is observed in which solvation by the ether causes an increase in the equilibrium constant for the formation of the proton transfer complex until a plateau value is reached.This is followed on further increase of the ether concentration by a second rise followed by a second plateau.The equilibrium constants for each of thesolvation events and the number of solvent molecules reacting per amine molecule were calculated.The first step involves two solvent molecules per amine, and the second step involves a larger number.