Chemical compound
1,8-Naphthalic anhydride is an organic compound with the formula C10H6(C2O3). It is one of three isomers of naphthalic anhydride, the other two being the 1,2- and the 2,3-derivatives. The 1,8-isomer is prepared by aerobic oxidation of acenaphthene.[1] 2,6-naphthalenedicarboxylic acid can be prepared from this anhydride.[2] 1,8-Naphthalic anhydride is a precursor to the 4-chloro and 4,5-dichloro derivatives. These chloride groups are susceptible to displacement by amines and alkoxides,[3] giving rise, ultimately, to a large family of naphthalimides, which are used as optical brighteners.[4]
Derivatives include: Alrestatin,...
References
- ^ Griesbaum, Karl; Behr, Arno; Biedenkapp, Dieter; Voges, Heinz-Werner; Garbe, Dorothea; Paetz, Christian; Collin, Gerd; Mayer, Dieter; Höke, Hartmut (2000). "Hydrocarbons". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_227. ISBN 3527306730.
- ^ Raecke, Bernhard; Schirp, Hubert (1960). "2,6-Naphthalenedicarboxylic acid". Org. Synth. 40: 71. doi:10.15227/orgsyn.040.0071.
- ^ Tyman, John; Ghorbanian, Shoreh; Muir, M.; Tychopoulous, Vasiliki; Bruce, Ian; Fisher, Ian (1989). "Improved Nucleophilic Displacements in N-Methyl Pyrrolidinone as a Solvent". Synthetic Communications. 19 (1–2): 179–188. doi:10.1080/00397918908050968.
- ^ Haremsa, Sylke (2000). "Naphthalimide Dyes and Pigments". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_059. ISBN 3527306730.
