The effect of the location of the chlorine atoms on the dynamics, polarity, and thermal properties of the isomers derived from (4-acetyloxyphenyl)-(chlorophenyl)-methanone is discussed. The changes occurring in the dipole moments along the trajectories in their respective conformational spaces are rather large (between 6.0 and 0.3 D) for (4-acetyloxyphenyl)-(2-chlorophenyl)-methanone (2CPM), slightly lower for (4-acetyloxyphenyl)-(3-chlorophenyl)-methanone (3CPM), and relatively small (between 2 and 4 D) for (4-acetyloxyphenyl)-(4-chlorophenyl)-methanone (4CPM). The values of the mean-square dipole moment of 2CPM, 3CPM and 4CPM, calculated from the evolution of their dipole moments along their respective trajectories, are 15.9, 13.1, and 11.2 D-2, respectively, in very good agreement with the experimental results 15.8, 13.4, and 11.2 D-2, respectively. Both melting and glass transition temperatures of the compounds are discussed in terms of their respective conformational entropies.