Abstract
The reaction of naphthalene with oxalyl chloride in the presence of anhydrous AlCl3 was investigated. The homolog of dinaphthyl methanone can be obtained mainly from this reaction. Naphthalene conversion does not have evident correlation with the amount of AlCl3. The results show that the reaction proceeds via carbon cation electrophilic substitution reaction-free radical substitution reaction pathway.
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References
Song C, Schobert H H. Opportunities for Developing Specialty Chemicals and Advanced Materials from Coals.Fuel Processing Technology, 1993,34: 157–196.
Wang Bao-ren.Organic Synthetic Reactions. Beijing: Science Press, 1985 (Ch).
Wu L.Coal Tar Seperation by Solvent Extraction and Direction Conversion of Polycyclic Aromatic Hydrocarbons. [Doctor Dissertation]. Xuzhou: Department of Energy Utilization and Chemical Engineering, China University of Mining and Technology, 2000, 6(Ch).
Li Qiang, Li Hong-zhi, Su Hong-mei. UV Photolysis of Oxalyl Chloride and 2, 3-Butanedious Studied by Time-Resolved FTIR.Acta Physico-Chem. J, 1999,15(3): 259–264 (Ch).
Chen Jie, Song Qi-ze.Organic Wave Spectrum Analysis, Beijing: Beijing University of Science and Technology Press. 1997, 4(Ch).
Salil J, Arnost R, Libuse S,et al. A New Design Principle for the Photoactive Components (PACs) of Dissolution Inhibition Resists.Macromolecules, 1998,31 (19): 6549–6553.
Slobodan V J, David G M, Claudette N P,et al. Laser Flash Photolysis of Dinaphthyl Ketones.Journal of Photochemistry and Photobiology A: Chemistry, 1997,107: 153–158.
Hu Wen-xiang, Yun Liu-hong, Zhang Lian-feng. Synthesis of Carbonyl Chlorides Substituted with Aromatic Dense Ring.Acta Pharmaceutica Sinica, 1997,32(9): 699–703 (Ch).
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Foundation item: Supported by the National Nature Science Foundation of China (29676045)
Biography: Wu Lin(1965-), male, Postdocter, research direction: PAHs catalytic conversion and its biologic toxicity.
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Lin, W., Yi-min, Q., Bo, H. et al. Study on the reaction mechanism of naphthalene with oxalyl chloride. Wuhan Univ. J. Nat. Sci. 6, 854–858 (2001). https://doi.org/10.1007/BF02850918
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DOI: https://doi.org/10.1007/BF02850918