N-Phenyl-N'-butyldiimide N-oxide | 52123-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-Phenyl-N'-butyldiimide N-oxide
• 英文别名: N'-Butyl-N-phenyl-diimid-N-oxid；N-Butyl-N'-phenyldiazen-N'-oxid；N-Phenyl-N'-butyl-diimid-N-oxid；N-Phenyl-N'-butyldiimid-N-oxid；Butylimino-oxido-phenylazanium
• CAS: 52123-78-1
• 化学式: C₁₀H₁₄N₂O
• 分子量: 178.234
• InChiKey: YIDOTUDLSRVGRT-UHFFFAOYSA-N

物化性质

• 沸点：
  279.8±23.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 生成 N-Phenyl-N'-butyldiimide N-oxide
  参考文献：
  名称：

  Synthesis of Azoxy Compounds from Nitrosohydroxylamine Tosylates¹

  摘要：

  DOI：

  10.1021/jo01025a014

文献信息

• Oxidation of aromatic amines with hydrogen peroxide catalyzed by cetylpyridinium heteropolyoxometalates
  作者：Sigeki Sakaue、Takashi Tsubakino、Yutaka Nishiyama、Yasutaka Ishii

  DOI：10.1021/jo00066a012

  日期：1993.7

  Various substituted anilines 1 were selectively converted into the corresponding nitrosobenzenes 2 or nitrobenzenes 3 by oxidation with aqueous hydrogen peroxide catalyzed by heteropolyoxometalates. The oxidations of anilines 1 with 35% H2O2 catalyzed by peroxotungstophosphate (PCWP) at room temperature in chloroform under two-phase conditions afforded nitrosobenzenes 2 with high selectivity. When the same reactions were carried out at higher temperature (e.g., refluxing chloroform), nitrobenzenes 3 were obtained in good yields. The oxidation of aniline (1a) with dilute H2O2 catalyzed by PCWP (2 wt %) in an aqueous medium produced azoxybenzene (4a) with high selectivity. Phenylazoxyalkanes 7 were prepared by the first direct cooxidation of la in the presence of primary aliphatic amines 6. For example, the oxidation of a 1:2 mixture of 1a and hexylamine (6b) with 35 % H2O2 (6 equiv) in the presence of PCWP produced phenylazoxyhexane (7b) (51 %) along with a small amount of 4a (8 %). The reaction path for the conversion of anilines to azoxy-, nitroso-, and nitrobenzenes is described.
• The Preparation and Some Reactions of N'-Fluorodiimide N-Oxides,¹ R—N(O)=NF
  作者：Travis E. Stevens、Jeremiah P. Freeman

  DOI：10.1021/jo01031a041

  日期：1964.8
• Chemistry of N-halo compounds. 30. Regiospecific formation of azoxyaralkanes (diazene N-oxides) from N,N-dibromo compounds and nitrosobenzene
  作者：Robert C. Zawalski、Peter Kovacic

  DOI：10.1021/jo01327a019

  日期：1979.6
• N-Lithium derivatives of aliphatic amines in the synthesis of 1-alkyl-2-phenyldiazene 2-oxides
  作者：E. V. Shepelev、N. N. Kostikova、B. A. Dzhetigenov、A. V. Kalinin

  DOI：10.1007/bf00961317

  日期：1991.6

  Magnesium derivatives of aliphatic amines containing alpha-hydrogen atoms, in contrast to t-BuNHMgBr, do not form phenylaliphatic diazene oxides upon reaction with nitrobenzene, but rather reduce it to azobenzene and azoxybenzene. Asymmetric diazene oxides are formed when the magnesium derivatives are replaced by lithium derivatives. The reaction of t-BuNHLi with dimethylnitramine gives 1,3,5-trimethyl-1,3,5-triazacyclohexane.