Dilution enthalpies of two penicillamine enantiomers,
namely, d-penicillamine, l-penicillamine, and their
racemate d,l-penicillamine, in N,N-dimethylformamide
(DMF) + water mixtures of various compositions have been determined
at 298.15 K respectively, using an isothermal titration calorimeter
(MicroCal ITC200). According to the McMillan–Mayer theory,
homochiral enthalpic pairwise interaction coefficients (h
XX) of the three penicillamines in DMF + water mixtures
of different mass fractions (w
DMF = 0
to 0.3) have been calculated regressively. It is found that h
XX coefficients of each enantiomer and their
racemate change increasingly with w
DMF to the maxima at w
DMF = 0.20 and then
decrease relatively rapidly, which follows the order h
LL > h
DD ≈ h
RR > 0 (R represents the racemate mixture
of
penicillamine). The results are discussed from the point of view of
competitive equilibrium between hydrophobic and hydrophilic interactions
in solutions.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.