Phase equilibrium behavior of antibiotics is important in drug
design and for optimization of
the recovery processes in manufacturing. Antibiotics are high-cost
fine chemicals, mostly
manufactured by fermentation using inexpensive substrates. The
major cost of manufacturing
is involved in the separation processes. The aqueous/organic
partitioning behavior of a clinically
important antibiotic, chloramphenicol, is measured. The organic
phase includes the pure solvents
n-hexane, chloroform, diethyl ether, and ethyl acetate.
In addition, measurements are also made
for a mixed organic phase composed of n-hexane + ethyl
acetate. Partitioning increases with
the hydrogen bonding tendency of the solvent in the order
n-hexane < chloroform < diethyl
ether < ethyl acetate. Based on UNIQUAC and lattice−fluid
hydrogen-bonding theories, an
activity coefficient model (UNIQUAC-HB) is developed that includes
hydrogen-bonding interaction. Single-solvent organic-phase data are correlated with the
model, and free energy of
hydrogen bonding parameters are obtained. Predictions made for
mixed-solvent organic-phase
systems agree well with the experimental data without using any
adjustable parameter.