Abstract
The methanesulfonic acid (MSA)-diethylamine (DEA) binary liquid system is studied over the entire range of compositions at 30°C by using multiple frustrated total internal reflection IR spectroscopy. Solutions with acid: base equimolar ratio contain only 1 : 1 ion pairs. Upon adding the acid, a MSA molecule abstracts an anion from the 1 : 1 complex to produce a protonated DEA and an (H3C(O2)SO…H…OS(O2)CH3)− anion with a strong H bond: (C2H5)2(H)NH+ · OS(O2)CH3− + HOS(O2)CH3 ↔ (C2H5)2(H)NH+ + (H3C(O2)SO…H…OS(O2)CH3)−. This equilibrium is shifted to the left. The 1 : 1 complex is present in solutions even at an significant excess of the acid. To protonate the complex, it is required at least two MSA molecules. Under conditions of an excess of the base, DEA molecules do not solvate the 1 : 1 complex. The solution separates into two phases, composed of (C2H5)2(H)NH+ · OS(O2)CH3− complexes and pure DEA.
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