ethyl-amidophosphoric acid diphenyl ester | 5756-02-5

• 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: ethyl-amidophosphoric acid diphenyl ester
• 英文别名: Aethyl-amidophosphorsaeure-diphenylester；Phosphorsaeure-diphenylester-aethylamid；(N-Ethylamino)-phosphorsaeure-diphenylester；Ethylamino-phosphorsaeure-diphenylester；N-diphenoxyphosphorylethanamine
• CAS: 5756-02-5
• 化学式: C₁₄H₁₆NO₃P
• 分子量: 277.26
• InChiKey: CAOCFFWMDFMSEV-UHFFFAOYSA-N

物化性质

• 沸点：
  205 °C(Press: 11 Torr)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl-amidophosphoric acid diphenyl ester 在 sodium hypochlorite 作用下， 以 四氯化碳 为溶剂， 生成 Phosphorsaeure-diphenylester-(N-chlor-ethylamid)
  参考文献：
  名称：

  Petrov,K.A. et al., Journal of general chemistry of the USSR, 1960, vol. 30, # 12, p. 4023 - 4026

  摘要：

  DOI：
• 作为产物：
  描述：

  phosphorous acid ethyl ester-diphenyl ester 在 四氯化碳 、 sodium azide 、 三甲胺盐酸盐 作用下， 以 乙腈 为溶剂， 以73%的产率得到ethyl-amidophosphoric acid diphenyl ester
  参考文献：
  名称：

  Albrecht, Steffen; Herrmann, Eckhard, Zeitschrift fur Chemie, 1985, vol. 25, # 12, p. 429

  摘要：

  DOI：

文献信息

• Amide as a protecting group in phosphate ester synthesis. Part I. The acid hydrolysis of some phosphoramidic diesters
  作者：J. A. Stock、W. J. Hopwood、P. D. Regan

  DOI：10.1039/j39660000637

  日期：——

  The acid hydrolysis of a series of N-substituted diphenyl and di-n-butyl phosphoramidates has been studied. The N-methyl compounds were the most readily hydrolysed; in refluxing 25% aqueous formic acid, specific cleavage of the P–N bond was complete in a few minutes.

  已经研究了一系列N-取代的二苯基和氨基磷酸二正丁酯的酸水解。的Ñ -甲基化合物最容易水解; 在回流的25％甲酸水溶液中，PN键的特异性裂解在几分钟内完成。
• Substitution of diarylphosphoryl azides with aliphatic amines catalyzed by simple rare‐earth metal salts: Efficient and novel preparation of phosphoryl amides
  作者：Xin‐Hua Peng、Rui Bai、Shanshan Liu、Zhuo Li、Lin‐Yu Jiao

  DOI：10.1002/aoc.6507

  日期：2022.2

  A novel and high efficient protocol was disclosed herein for the rare-earth metal salt-catalyzed substitution of phosphoryl azides with amines. In this homogeneous catalysis system, different diarylphosphoryl azides and aliphatic and aromatic amines were evaluated under the optimized reaction conditions, and a series of phosphoryl amides were generated through LaCl3 catalysis for the first time in

  本文公开了一种新颖且高效的方案，用于稀土金属盐催化的磷酰叠氮化物与胺的取代。在该均相催化体系中，在优化的反应条件下对不同的二芳基磷酰叠氮化物和脂肪胺和芳香胺进行了评价，通过 LaCl 3生成了一系列磷酰胺首次以中等至优异的分离产率进行催化。然而，与耐受性良好的叠氮化磷底物不同，氨基亲核试剂主要限于伯胺。他们的二级类似物或苯胺不愿意经历期望的转变。尽管如此，该方法已被证明是一种简单、实用且可扩展的应用，将有前途的镧系元素催化剂用于现有的方法库以制备磷酰胺。
• Michaelis, Justus Liebigs Annalen der Chemie, 1915, vol. 407, p. 295
  作者：Michaelis

  DOI：——

  日期：——
• Phosphoric amides. 7—Mass spectrometry of phosphoric amido esters: Fragmentation patterns and migratory aptitudes
  作者：Bette Davidowitz、Tomasz A. Modro

  DOI：10.1002/oms.1210190304

  日期：1984.3

  AbstractMass spectra of 38 organophosphorus compounds, containing both phosphate ester (P(O)OR) and phosphoramidate (P(O)NR′R″) functional groups, were recorded and discussed. Attention was focused on PN bond cleavage, which can involve simple fission, fission accompanied by hydrogen migration from the ester group and fission accompanied by the migration of the ester R group to the departing nitrogen atom. Fragmentations characteristic for the N(β‐chloroethyl) derivatives (phosphorylated nitrogen mustards) are also presented.
• ALBRECHT, S.;HERRMANN, E., Z. CHEM., 1985, 25, N 12, 429
  作者：ALBRECHT, S.、HERRMANN, E.

  DOI：——

  日期：——