CHEM 3361 Lab: Thin Layer Chromatography Worksheet Part (I): Predict the relative polarity and trend in Rf values of Tylenol, phenacetin and acetanilide based on their structures. Complete the following table by examining the structures of the three compounds. Draw the structures of the three compounds, one at a time, in the interactive PSA calculator (link below) to obtain the computed value of polar surface area. http://www.molinspiration.com/services/psa.html Structure # of H-bond donors # of H-bond acceptors Total # of H- bonding sites Polar Surface Area (2) Tylenol Phenacetin Acetanilide 1. Based on the total number of hydrogen bonding sites, which compound is expected to interact more strongly with the silica stationary phase? 2. Based on the polar surface area, which compound has the highest polarity? 3. Arrange the three compounds in the order of increasing Rf values. Briefly rationalize your prediction