1,8-Naphthalic anhydride

Benzo(de)isochromene-1,3-dione 200.svg 144px 1H,3H-Naphtho[1,8-cd]pyran-1,3-dione 1,8-Naphthalenedicarboxylic acid anhydride 81-84-5 6693 201-380-2 32RS852X55 316059 82246 C19125 6438 1S/C12H6O3/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(14)15-11/h1-6H GRSMWKLPSNHDHA-UHFFFAOYSA-N C1=CC2=C3C(=C1)C(=O)OC(=O)C3=CC=C2 12 6 3 white solid 269–276 07 Warning 315 317 319 335 261 264 271 272 280 302+352 304+340 305+351+338 312 321 332+313 333+313 337+313 362 363 403+233 405 501 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.10.1002/14356007.a13_227 Hydrocarbons 2000 Griesbaum Karl Behr Arno Biedenkapp Dieter Voges Heinz-Werner Garbe Dorothea Paetz Christian Collin Gerd Mayer Dieter Höke Hartmut 3527306730 Derivatives Hydrolysis gives 1,8-naphthalenedicarboxylic acid. Heating that diacid induces isomerization to 2,6-naphthalenedicarboxylic acid.2,6-Naphthalenedicarboxylic acid Bernhard Raecke Hubert Schirp Org. Synth. 1960 40 71 10.15227/orgsyn.040.0071 free 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,10.1080/00397918908050968 Improved Nucleophilic Displacements in N-Methyl Pyrrolidinone as a Solvent Synthetic Communications 19 1–2 179–188 1989 Tyman John Ghorbanian Shoreh Muir M. Tychopoulous Vasiliki Bruce Ian Fisher Ian giving rise, ultimately, to a large family of naphthalimides, which are used as optical brighteners.10.1002/14356007.a17_059 Naphthalimide Dyes and Pigments 2000 Haremsa Sylke 3527306730 Hydride reduction of naphthalic anhydride gives 1,8-bis(hydroxymethyl)naphthalene, a precursor to 1,8-dimethylnaphthalene Derivatives includes the drug Alrestatin. References Category:Carboxylic anhydrides Category:Naphthalenes