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2,6-Naphthalenedicarboxylic acid
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2,6-Naphthalenedicarboxylic acid.svg 200px Naphthalene-2,6-dicarboxylic acid 2,6-Naphthalenedicarboxylic acid 1141-38-4 correct CAS correct FDA K3C4DYZ29O 214-527-0 14357 13718 44460 C1=CC2=C(C=CC(=C2)C(=O)O)C=C1C(=O)O 1S/C12H8O4/c13-11(14)9-3-1-7-5-10(12(15)16)4-2-8(7)6-9/h1-6H,(H,13,14)(H,15,16) RXOHFPCZGPKIRD-UHFFFAOYSA-N 12 8 4 colorless solid
2,6-Naphthalenedicarboxylic acid is an organic compound with the formula C10H6(CO2H)2. This colorless solid is one of several isomers of naphthalenedicarboxylic acid. It is a precursor to the high performance polyester polyethylene naphthalate (PEN, poly(ethylene-2,6-naphthalene dicarboxylate)).10.1016/S0926-860X(01)00809-2 Production of Dimethyl-2,6-Naphthalenedicarboxylate: Precursor to Polyethylene Naphthalate Lillwitz, L. D. Applied Catalysis A: General 2001 221 1–2 337–358 2001AppCA.221..337L It is also used in the synthesis of some metal-organic frameworks.
Preparation
It was first prepared by Robert Evert and Victor Merz de in 1876 by hydrolysis of 2,6-dicyanonaphthalene.Ebert R. Merz V. 1876 Ueber zwei Disulfosäuren des Naphtalins und einige ihrer Derivate About Two Sulfonic Acids of Naphthalene and Some Derivatives https://books.google.com/books?id=6JdDAQAAMAAJ&pg=PA606 Berichte der Deutschen Chemischen Gesellschaft de 9 1 592–612 10.1002/cber.187600901186 0365-9496
1,8-Naphthalenedicarboxylic acid can be isomerized to 2,6-naphthalenedicarboxylic acid via the intermediacy of the dipotassium dicarboxylates.2,6-Naphthalenedicarboxylic acid Bernhard Raecke Hubert Schirp Org. Synth. 1960 40 71 10.15227/orgsyn.040.0071 free It is also produced by oxidation of 2,6-diisopropylnaphthalene.Gerd Collin Hartmut Höke Helmut Greim Naphthalene and Hydronaphthalenes 2003 doi10.1002/14356007.a17_001.pub2.
References
Category:Dicarboxylic acids
Category:Naphthalenes