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|Section2= |Section3= |Section7= |Section8= }} Phenylhydroxylamine is the organic compound with the formula C6H5NHOH. It is an intermediate in the redox-related pair C6H5NH2 and C6H5NO. Phenylhydroxylamine should not be confused with its isomer α-phenylhydroxylamine or ''O''-phenylhydroxylamine, is C6H5ONH2. ==Preparation and derivatives== This compound can be prepared by the reduction of C6H5NO2 with zinc in the presence of NH4Cl followed by crystallization as yellowish needles from salt-saturated water.〔E. Bamberger “Ueber das Phenylhydroxylamin” Chemische Berichte, volume 27 1548-1557 (1894). E. Bamberger, "Ueber die Reduction der Nitroverbindungen" Chemische Berichte, volume 27 1347-1350 (1894) (first report).〕 Alternatively, it can be prepared by transfer hydrogenation of C6H5NO2 using hydrazine as an H2 source over a rhodium catalyst. The product can be purified from contaminating NaCl by extraction into benzene followed by precipitation with petroleum ether. C6H5NHOH is unstable to heating, and in the presence of strong acids easily rearranges to 4-aminophenol. Oxidation of phenylhydroxylamine with dichromate is a useful method of preparation of nitrosobenzene. The compound condenses with benzaldehyde to form diphenylnitrone, a well-known 1,3-dipole: ::C6H5NHOH + C6H5CHO → C6H5N(O)=CHC6H5 + H2O 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「phenylhydroxylamine」の詳細全文を読む スポンサード リンク
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