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|Section2= |Section3= |Section4= |Section5= }} Hexamethylenediamine is the organic compound with the formula H2N(CH2)6NH2. The molecule is a diamine, consisting of a hexamethylene hydrocarbon chain terminated with amine functional groups. The colorless solid (yellowish for some commercial samples) has a strong amine odor, similar to piperidine. About 1 billion kilograms are produced annually.〔Robert A. Smiley "Hexamethylenediamine" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. 〕 ==Synthesis== Hexamethylenediamine was first reported by Theodor Curtius.〔T. Curtius et al. J. Prakt. Chem., 1900, volume 62, p. 189.〕 It is produced by the hydrogenation of adiponitrile: :NC(CH2)4CN + 4 H2 → H2N(CH2)6NH2 The hydrogenation is conducted molten adiponitrile diluted with ammonia, typical catalysts being based on cobalt and iron. The yield is good, but commercially significant side products are generated by virtue of reactivity of partially hydrogenated intermediates. These other products include 1,2-diaminocyclohexane, hexamethyleneimine, and the triamine bis(hexamethylenetriamine). An alternative process operates in diluted ADN conditions using HMD itself as a solvent and Raney Nickel as catalyst. This process operates without ammonia and at lower pressure and temperature〔 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「hexamethylenediamine」の詳細全文を読む スポンサード リンク
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