The increased H-bond acidity and decreased H-bond basicity of fluorinated alcohols such as 2,2,2-trifluoroethanol and 1,1,1,3,3,3-hexafluoropropan-2-ol have long been known and can be explained by the electron-withdrawing effect of F on the -OH group. The results of the present study demonstrate that this effect of F depends on the -CH2-spacer length of FTOHs. Thus, 3:1 and 7:1 FTOHs (only one -CH2-spacer) have the highest A and lowest B values of the FTOHs studied. As the spacer length increases, the influence of F on -OH diminishes, and the A and B values approach those for nonfluorinated alcohols. Not only for FTOHs, A values of PFAS tend to be higher than those of their nonfluorinated counterparts, and the opposite is true for B values. For example, the B values of alkyl acrylates and methacrylates in the ABSOLV database are 0.42-0.55 and those of 1-iodoalkanes are 0.14-0.17. These values are ~0.1 lower than those of the corresponding fluorotelomer compounds. There are no descriptors for nonfluorinated alkanesulfonamides, but the descriptors for non-fluorinated benzenesulfonamides are available in the database. None of the variously substituted benzenesulfonamides has an A value greater than 1 or a B value less than 0.7, suggesting that the A (1.15) and B (0.26) values for PFASAs obtained in this work are significantly influenced by the perfluoroalkyl structure.. The descriptors of PFASAs, FASAs, and FASEs indicate that the A value decreases with the number of substitutions on the N atom (i.e., -SO2NH2 > -SO2NHR > -SO2N(C2H5OH)R). The significant H-bond donor property of FASEs should be due to their hydroxyethyl group, since the N atom does not have an H atom. The B values for PFASAs and FASAs are relatively low, and that of FASEs is higher due to the hydroxyethyl group.