The solubilities of two C-tetraalkylcalix[4]-resorcinarenes, namely C-tetramethylcalix[4]resorcinarene and Ctetrapentylcalix[4]resorcinarene, in supercritical carbon dioxide (SCCO 2 ) were measured in a flow-type apparatus at a temperature range from (313.2 to 333.2) K and at pressures from (12.0 to 35.0) MPa. The C-tetraalkylcalix[4]resorcinarenes were synthesized applying our optimized procedure and fully characterized by means of gel permeation chromatography, infrared and nuclear magnetic resonance spectroscopy. The solubilities of the Ctetraalkylcalix[4]resorcinarenes in SCCO 2 were determined by analysis of the extracts obtained by HPLC with ultraviolet (UV) detection methodology adapted by our team. Four semiempirical density-based models, and the Soave−Redlich−Kwong cubic equation of state (SRK CEoS) with classical mixing rules, were applied to correlate the solubility of the calix[4]resorcinarenes in the SC CO 2 . The physical properties required for the modeling were estimated and reported.