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2-aminophenol : ウィキペディア英語版
2-Aminophenol

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2-Aminophenol is an organic compound with the formula C6H4(OH)NH2. Along with its isomer 4-aminophenol, it is an amphoteric molecule and a reducing agent. It is a useful reagent for the synthesis of dyes and heterocyclic compounds.〔Mitchell, S.C. & Waring, R.H. "Aminophenols." In Ullmann’s Encyclopedia of Industrial Chemistry; 2002 Wiley-VCH, .〕 Reflecting its slight hydrophilic character, white powder is moderately soluble in alcohols and can be recrystallised from hot water.
== Synthesis and structure==
2-Aminophenol (and its isomer, 4-aminophenol) is industrially synthesized by reducing the corresponding nitrophenol by hydrogen in the presence of various catalysts. The nitrophenols can also be reduced with iron.〔
The compound exhibits intra- and intermolecular hydrogen bond involving the neighbouring amine and hydroxyl groups. As a result, 2-aminophenol has a rather high melting point compared to other compounds with a similar molecular mass such as methylphenol.〔Reference Handbook of Fine Chemicals, Acros Organics Publishers, Fisher Scientific UK, (2007), www.acros.com〕

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