Abstract
Solvent dipolarity/polarizability (SDP) has been previously calculated from the UV-Vis spectra of 2-(N,N-dimethylamino)-7-nitro-9H-fluorene and 2-fluoro-7-nitro-9H-fluorene. Based on theoretical calculations (23 solvents) and experimental data (56 solvents), it is shown that 2-chloro-7-nitro-9H-fluorene (commercially available) can be conveniently employed for the calculation of this property, instead of its 2-fluoro-7-nitro counterpart. The splitting of SDP into its components (solvent dipolarity (SD) and polarizability (SP)) requires the use of a synthetic polyene compound whose synthesis is laborious, involving 15 steps. Our research group has recently shown that the natural dye beta-carotene can be conveniently employed for the determination of SP, allowing the calculation of SD. Using these solvatochromic probes, SDP, SP and SD for a series of 1-bromoalkanes were calculated. For several homologous series, the dependence of solvent SDP (SD and SP for one series) on the number of carbon atoms in the 1-alkyl- or acyl-group was calculated and discussed.