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9,10-Dihydroanthracene : ウィキペディア英語版 | 9,10-Dihydroanthracene
9,10-Dihydroanthracene is an organic compound that is derived from the polycyclic aromatic hydrocarbon anthracene. Several isomers of dihydroanthracene are known, but the 9,10 derivative is most common. It is a colourless solid that is used as a carrier of H2 in various chemical reactions.〔Gerd Collin, Hartmut Höke and Jörg Talbiersky "Anthracene" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2006. 〕 ==Preparation== Because the aromaticity is not compromised for the flanking rings, anthracene is susceptible to hydrogenation at the 9- and 10- positions. It is produced in the laboratory by dissolving metal reduction using sodium/ethanol under Bouveault–Blanc reduction.〔K. C. Bass "9,10-Dihydroanthracene" Organic Syntheses, 1962, Vol. 42, p.48ff. 〕 The reduction can be effected by magnesium as well. Finally, it can also be prepared by the coupling of benzyl chloride using aluminium chloride as a catalyst. The bond dissociation energy for the 9- and 10-C-H bonds are estimated at 78 kcal/mol. Thus these bonds are about 20% weaker than typical C-H bonds.
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「9,10-Dihydroanthracene」の詳細全文を読む
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