N-octyl(diphenylphosphoryl)acetamide | 474900-39-5

• 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: N-octyl(diphenylphosphoryl)acetamide
• 英文别名: CH3(CH2)7HNC(O)CH2P(O)(Ph)2；Octylcarbamoylmethyl(diphenyl)phosphine oxide；2-diphenylphosphoryl-N-octylacetamide
• CAS: 474900-39-5
• 化学式: C₂₂H₃₀NO₂P
• 分子量: 371.459
• InChiKey: KGCVATZFTKYTNR-UHFFFAOYSA-N

物化性质

• 熔点：
  149-150 °C(Solv: benzene (71-43-2))
• 沸点：
  529.1±33.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [Bz2N(H)B12H10O(CH2)4] 、 N-octyl(diphenylphosphoryl)acetamide 在 NaH 作用下， 以 四氢呋喃 为溶剂， 生成 K[Bz2N(H)B12H10O(CH2)4N(octyl)C(O)CH2P(O)(Ph)2]
  参考文献：
  名称：

  Synthesis of [B12H12]2− based extractants and their application for the treatment of nuclear wastes

  摘要：

  Several closo-hydroborates bearing phosphite oxide, phosphine oxide or CMPO (carbamoylmethylphosphine oxide) groups, Cs[(Ph2P(O))(2)N(H)B12H11] (1), K[Ph2P(O)CH2C(O)N(H)(2)B12H11] (2), Na[Bz(2)N(H)B12H10OCH2CH2OCH2CH2P(O)(OBu)(2)] (5), Na[Bz(2)N(H)B12H10O(CH2)(4)N(R)C(O)CH2P(O)(Ph)(2)] (9, R=Pr-i; 10, R= Octyl), Na[Bz(2)N(H)B12H10OCH2CH2OCH2CH2N(Bu-i)C(O)CH2P(O)(Ph)(2)](-) (11) were synthesised employing novel neutral bipolar intermediates [Bz(2)N(H)B12H10O(CH2)(4)] (3) and [Bz(2)N(H)B12H10O(CH2CH2)(2)O] (4) as useful synthons. All new compounds were characterised by NMR spectroscopy and mass spectrometry techniques. Their abilities to extract selectively the radionuclides Am-241 and Eu-152 from nuclear waste solutions were investigated using a liquid-liquid extraction technique. Promising results were obtained with compound 10, which exhibits enhanced hydrophobicity and solubility in organic extraction solvent. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01540-1
• 作为产物：
  描述：

  辛胺 、 p-nitrophenyl diphenylphosphorylacetate 以 四氢呋喃 为溶剂， 反应 72.0h， 以92%的产率得到N-octyl(diphenylphosphoryl)acetamide
  参考文献：
  名称：

  Synthesis of [B12H12]2− based extractants and their application for the treatment of nuclear wastes

  摘要：

  Several closo-hydroborates bearing phosphite oxide, phosphine oxide or CMPO (carbamoylmethylphosphine oxide) groups, Cs[(Ph2P(O))(2)N(H)B12H11] (1), K[Ph2P(O)CH2C(O)N(H)(2)B12H11] (2), Na[Bz(2)N(H)B12H10OCH2CH2OCH2CH2P(O)(OBu)(2)] (5), Na[Bz(2)N(H)B12H10O(CH2)(4)N(R)C(O)CH2P(O)(Ph)(2)] (9, R=Pr-i; 10, R= Octyl), Na[Bz(2)N(H)B12H10OCH2CH2OCH2CH2N(Bu-i)C(O)CH2P(O)(Ph)(2)](-) (11) were synthesised employing novel neutral bipolar intermediates [Bz(2)N(H)B12H10O(CH2)(4)] (3) and [Bz(2)N(H)B12H10O(CH2CH2)(2)O] (4) as useful synthons. All new compounds were characterised by NMR spectroscopy and mass spectrometry techniques. Their abilities to extract selectively the radionuclides Am-241 and Eu-152 from nuclear waste solutions were investigated using a liquid-liquid extraction technique. Promising results were obtained with compound 10, which exhibits enhanced hydrophobicity and solubility in organic extraction solvent. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01540-1

文献信息

• Simple route to secondary amides of phosphorylacetic acids and their use for extraction and sorption of actinides from nitric acid solutions
  作者：O. I. Artyushin、E. V. Sharova、I. L. Odinets、S. V. Lenevich、V. P. Morgalyuk、I. G. Tananaev、G. V. Pribylova、G. V. Myasoedova、T. A. Mastryukova、B. F. Myasoedov

  DOI：10.1007/s11172-005-0146-2

  日期：2004.11

  An efficient method for the synthesis of secondary alkylamides of phosphorylacetic acids (APA) was proposed. The method involves amidation of ethyl phosphorylacetates with primary aliphatic amines. The scope of reaction was determined. Reactions with ethylenediamine and 1,4-diaminobutane yield the corresponding bisamides; in the case of 1,3-diaminopropane, N-(3-aminopropyl)diphenylphosphorylacetamide

  提出了一种合成磷酸乙酸（APA）仲烷基酰胺的有效方法。该方法包括用伯脂肪胺对磷酸乙基乙酸乙酯进行酰胺化。确定了反应范围。与乙二胺和 1,4-二氨基丁烷反应生成相应的双酰胺；在 1,3-二氨基丙烷的情况下，取决于反应条件，获得 N-(3-氨基丙基)二苯基磷酰乙酰胺或 N,N'-丙烯双(二苯基磷酰乙酰胺)。研究了用物理吸附的 APA 从硝酸溶液中提取镅 (III) 配合物和吸附剂对铀 (VI) 的吸附。镅(III)的分配系数与APA的结构没有相关性；在铀（VI）的吸附中，提取程度取决于络合物结构。