Topochemistry of the initial stages of evaporation and dissolution of monoclinic single crystals of paracetamol and phenacetin was studied. Thermal treatment of these crystals showed that the morphology of etch pits depicts the symmetry of etched planes. The shapes of pits formed during chemical etching of the cleavage plane of a paracetamol crystal by different etchants were not similar to each other. The chemical etching of the cleavage plane of a phenacetin crystal resulted in the formation of pits stretched along the same direction, independently of the chosen solvent. An interpretation of this result is suggested, based on the analysis of the anisotropy of the crystal structure and presence of steric hindrance.