1-Benzoyl-hydrazin-2-diphenylphosphinoxyd | 2752-03-6

• 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: 1-Benzoyl-hydrazin-2-diphenylphosphinoxyd
• 英文别名: N-Diphenylphosphinyl-N'-benzoyl-hydrazin；N-Diphenylphosphinyl-N'-benzoylhydrazin；N-Diphenyl-phosphinyl-N'-benzoyl-hydrazin；N'-diphenylphosphorylbenzohydrazide
• CAS: 2752-03-6
• 化学式: C₁₉H₁₇N₂O₂P
• 分子量: 336.33
• InChiKey: VRJPVIJTVXNWFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Benzoyl-hydrazin-2-diphenylphosphinoxyd 在 吡啶 、 溴 作用下， 以 二氯甲烷 为溶剂， 生成 Benzoyl-azo-diphenylphosphinoxyd
  参考文献：
  名称：

  Bock,H.; Rudolph,G., Chemische Berichte, 1965, vol. 98, p. 2273 - 2283

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲酰肼 、 二苯基次膦酰氯 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以74%的产率得到1-Benzoyl-hydrazin-2-diphenylphosphinoxyd
  参考文献：
  名称：

  A phosphoryl to spiro-bicyclophosphorane transformation via β-amidic proton elimination in phosphorylated hydrazides

  摘要：

  The reaction between phosphoryl-containing reagents and hydrazides has been studied. The tetrahedral phosphoryl structure is transformed into a spiro-bicyclophosphorane system with trigonal bipyramidal geometry by the elimination of a beta-amidic proton in the reaction between a hydrazide and phosphoryl reagents with at least two leaving groups (Cl) bound to the phosphorus atom, such as POCl3 or PhPOCl2. In the spiro-bicyclophosphorane structure, the C=N imine bond is formed upon beta-amidic proton elimination, leading to the conversion of the C=O into a C-O bond and the formation of a P-O bond. All of these structural rearrangements are supported by X-ray crystallography data, and NMR and IR experiments. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.105

文献信息

• �ber die Herstellung einiger Phosphins�urehydrazide
  作者：E. Steininger

  DOI：10.1007/bf00905255

  日期：——
• A phosphoryl to spiro-bicyclophosphorane transformation via β-amidic proton elimination in phosphorylated hydrazides
  作者：Khodayar Gholivand、Hamid R. Mahzouni、Foroogh Molaei、Ali A. Kalateh

  DOI：10.1016/j.tetlet.2012.08.105

  日期：2012.10

  The reaction between phosphoryl-containing reagents and hydrazides has been studied. The tetrahedral phosphoryl structure is transformed into a spiro-bicyclophosphorane system with trigonal bipyramidal geometry by the elimination of a beta-amidic proton in the reaction between a hydrazide and phosphoryl reagents with at least two leaving groups (Cl) bound to the phosphorus atom, such as POCl3 or PhPOCl2. In the spiro-bicyclophosphorane structure, the C=N imine bond is formed upon beta-amidic proton elimination, leading to the conversion of the C=O into a C-O bond and the formation of a P-O bond. All of these structural rearrangements are supported by X-ray crystallography data, and NMR and IR experiments. (C) 2012 Elsevier Ltd. All rights reserved.
• Bock,H.; Rudolph,G., Chemische Berichte, 1965, vol. 98, p. 2273 - 2283
  作者：Bock,H.、Rudolph,G.

  DOI：——

  日期：——