9 - The Photochemical Reaction Of Nitro-anthracene Derivatives Studied

Polycyclic Aromatic Hydrocarbons exist widely in the natural environment such as in air, water, soil and food. Research indicates: PAHs can induce cancer tumors primarily in the lungs, bladder and in the skin. Although the chemical toxicity of PAHs isn't very strong, and PAHs themselves are relative non-reactive chemicals toward biological macromolecules under physiological conditions, the phototoxicity and genotoxicity, including mutagenicity and tomoeregenicity, are more dangerous when PAHs are irradiated under UVA light. The photoproducts of nitro-substituted polycyclic aromatic hydrocarbons (Nitro-PAHs) and their derivatives are easy to react with DNA to form DNA covalent adducts, and they are a class of strong acting mutagens. Therefore, it is very useful to study the photoreactions of derivatives of nitro-PAHs.The major work of this article includes two parts: The first part is the synthesis work. According to the need of research work, the opposite derivatives of 9-nitroanthracene are synthesized, including 9-ethly-10-nitroanthracene,9-propyl-10-nitroanthracene,9-isopropyl-10-nitroanthracene. Two of the three synthesized compounds are not reported in the associated literature and characterized in virtue of the instrument of NMR and LC-MS. The second part is the study ofphotochemistry reactions of the opposite derivatives of 9-nitroanthracene. Firstly, the reaction dynamics of the opposite derivatives of 10-nitroanthracene, including 9-ethly-10-nitroanthracene, 9-propyl-10-nitroanthracene, 9-isopropyl-10-nitroanthracene under the irradiation of UVA lamp is studied. The research result indicates: their photoreactions follow the rule of first order reaction; with the ability of pushing electrons of these contraposition substations increases, the photoreaction velocity increases. Furthermore, their photolysis products and the mechanism of the photoreactions of these derivatives are also analyzed, the research result indicates: their primary photoproducts are anthraquinones and 9-alkyl-9-nitroso-anthracen-10-ones;according to the analysis of the photoproducts, the reasonable reaction mechanism is made out.