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|Section2= |Section3= }} Benzenehexol, also called hexahydroxybenzene, is an organic compound with formula C6H6O6 or C6(OH)6. It is a six-fold phenol of benzene.〔 A. J. Fatiadi and W. F. Sager (1973), ''Hexahydroxybenzene ()'' Organic Syntheses, Coll. Vol. 5, p. 595 〕〔 Gerd Leston(1996), ''(Polyhydroxy)benzenes''. In ''Kirk‑Othmer Encyclopedia of Chemical Technology'', John Wiley & Sons. 〕 The product is also erroneously called hexaphenol,〔 J.I.G. Codagan, John Buckingham, Finlay J. MacDonald, P. H. Rhodes (1996), ''Dictionary of organic compounds''. CRC Press. 9000 pages. ISBN 0-412-54090-8, ISBN 978-0-412-54090-5. 〕 but this name has been used also for other substances.〔 (HEXAPHENOL Basic information ). Chemical Book. Accessed on 2009-07-05. 〕 Benzenehexol is a crystalline solid soluble in hot water,〔 with a melting point above 310°.〔 It can be prepared from inositol (cyclohexanehexol). Oxidation of benzenehexol yields tetrahydroxy-''p''-benzoquinone (THBQ), rhodizonic acid, and dodecahydroxycyclohexane.〔 〕 Conversely, benzenehexol can be obtained by reduction of sodium THBQ salt with SnCl2/HCl.〔 Sandeep Kumar (2006), ''Self-organization of disc-like molecules: chemical aspects''. Chem. Soc. Rev., volume 35, 83–109. 〕 Benzenehexol is a starting material for a class of discotic liquid crystals.〔 Benzenehexol forms an adduct with 2,2'-bipyridine, with 1:2 molecular ratio.〔 John A. Cowan, Judith A. K. Howard, Michael A. Leech, Horst Puschmann and Ian D. Williams (2001), ''Hexahydroxybenzene—2,2'-bipyridine (1/2)''. Acta Crystallographica Section C, volume C57, 1194–1195. 〕 ==Benzenehexolate== Like most phenols, benzenehexol can lose the six H+ ions from the hydroxyl groups, yielding the hexaanion C6O66−. The potassium salt of this anion is one of the components of Liebig's so-called "potassium carbonyl", the product of the reaction of carbon monoxide with potassium. The hexaanion is produced by trimerization of the acetylenediolate anion when heating potassium acetylenediolate .〔 Fèlix Serratosa (1983), ''Acetylene Diethers: A Logical Entry to Oxocarbons''. Acc. Chem. Res volume 16, pages 170--176. 〕 The nature of was clarified by R. Nietzki and T. Benckiser in 1885, who found that its hydrolysis yielded benzenehexol.〔 R. Nietzki and T. Benckiser (1885), Berichte Chemie, volume 18, page 1834. Cited by Fatiadi and Sanger. 〕〔 Ludwig Mond (1892), ''On metallic carbonyls''. Proceedings of the Royal Institution, volume 13, pages 668-680. Reprinted in ''The Development of Chemistry, 1789-1914: Selected essays'' edited by D. Knight (1998). ISBN 0-415-17912-2 (Online version ) at books.google.com, accessed on 2010-01-15. 〕〔 Werner Büchner, E. Weiss (1964) ''Zur Kenntnis der sogenannten «Alkalicarbonyle» IV() Über die Reaktion von geschmolzenem Kalium mit Kohlenmonoxid. Helvetica Chimica Acta, Volume 47 Issue 6, Pages 1415–1423. 〕 The lithium salt of this anion, Li6C6O6 has been considered for electric battery applications.〔 Haiyan Chen, Michel Armand, Matthieu Courty, Meng Jiang, Clare P. Grey, Franck Dolhem, Jean-Marie Tarascon, and Philippe Poizot (2009), ''Lithium Salt of Tetrahydroxybenzoquinone: Toward the Development of a Sustainable Li-Ion Battery'' J. Am. Chem. Soc., 131 (25), pp. 8984–8988 〕 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Benzenehexol」の詳細全文を読む スポンサード リンク
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