三(乙酰氧基甲基)膦 | 18788-02-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 三(乙酰氧基甲基)膦
• 英文名称: tris(acetoxymethyl)phosphine
• 英文别名: Tris-acetoxymethyl-phosphin；Tri(acetoxymethyl)phosphine；bis(acetyloxymethyl)phosphanylmethyl acetate
• CAS: 18788-02-8
• 化学式: C₉H₁₅O₆P
• 分子量: 250.188
• InChiKey: OKKVKDCBNFJZKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三(乙酰氧基甲基)膦 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 生成 tris(acetoxymethyl)phosphine oxide
  参考文献：
  名称：

  Mironova,Z.N. et al., Journal of general chemistry of the USSR, 1974, vol. 44, # 6, p. 1195 - 1202

  摘要：

  DOI：
• 作为产物：
  描述：

  四羟甲基氯化磷 、 乙酸酐 生成 三(乙酰氧基甲基)膦
  参考文献：
  名称：

  Mironova,Z.N. et al., Journal of general chemistry of the USSR, 1967, vol. 37, p. 2614 - 2617

  摘要：

  DOI：

文献信息

• Synthesis, Characterization, and Behavior of Hydridoruthenium Carbonyl Clusters Substituted with Functionalized Phosphines in the Presence of Hydrogen. 1. H₄Ru₄(CO)₈[P(CH₂OCOR)₃]₄ (R = CH₃−, C₂H₅−, (CH₃)₂CH−, (CH₃)₃C−, (<i>S</i>)-C₂H₅CH(CH₃)−)
  作者：Mario Bianchi、Piero Frediani、Antonella Salvini、Luca Rosi、Leonardo Pistolesi、Franco Piacenti、Sandra Ianelli、Mario Nardelli

  DOI：10.1021/om960037l

  日期：1997.2.1

  The synthesis and characterization of phosphines containing ester groups P(CH2OCOR)3 (R = CH3−, C2H5−, (CH3)2CH−, (CH3)3C−, (S)-C2H5CH(CH3)−) are reported. The new hydridoruthenium complexes H4Ru4(CO)8[P(CH2OCOR)3]4 (R = CH3−, C2H5−, (CH3)2CH−, (CH3)3C−, (S)-C2H5CH(CH3)−) were synthesized and characterized. The structure of (+)-(S)-H4Ru4(CO)8P[CH2OCOCH(CH3)C2H5]3}4 was determined by X-ray diffraction

  含酯基P（CH 2 OCOR）3（R = CH 3-，C 2 H 5 -，（CH 3）2 CH-，（CH 3）3 C-，（S）-C的膦的合成与表征报告了2 H 5 CH（CH 3）-）。新的氢化钌络合物H 4 Ru 4（CO）8 [P（CH 2 OCOR）3 ] 4（R = CH 3-，C 2 H 5 -，（CH 3）合成并表征了2 CH-，（CH 3）3 C-，（S）-C 2 H 5 CH（CH 3）-）。通过X射线衍射确定（+）-（S）-H 4 Ru 4（CO）8 P [CH 2 OCOCH（CH 3）C 2 H 5 ] 3 } 4的结构。已经研究了这些络合物在25-130°C温度范围内的压力（130个大气压）下于氢的烃溶液中的行为。配体P（CH 2 OCOR）3中存在的酯基将其在温和条件下氢化，形成相应的醇RCH 2 OH。
• The role of functionalized phosphines in the hydrogenation of carboxylic acids in the presence of phosphine substituted hydrido ruthenium complexes
  作者：Antonella Salvini、Piero Frediani、Mario Bianchi、Franco Piacenti、Leonardo Pistolesi、Luca Rosi

  DOI：10.1016/s0022-328x(99)00038-8

  日期：1999.6

  Hydride ruthenium carbonyl complexes substituted by functionalized phosphines such as H4Ru4(CO)(8)[P(CH2OCOR)(3)](4) have been synthesized and tested as catalysts in the hydrogenation of carboxylic acids. These complexes are more active than those reported previously, containing trialkyl- or triarylphosphines. On the basis of their behavior, their different activity has been explained in terms of an involvement of the phosphine ligand in the catalytic cycle. The ester group present in the phosphine P(CH2OCOR)(3) is hydrogenated to produce an alcohol (RCH2OH) and a P(CH2OH) group which, in turn, reacts with the free acid present in solution to restore the P(CH2OCOR) group. This hypothesis has been confirmed by the reactivity of the possible intermediate H4Ru4(CO)(8)[P(CH2OH)(3)](4) with acetic acid. Another support to this statement is the almost equal catalytic activity, displayed by H4Ru4(CO)(8)[P(CH2OCOR)(3)](4) complexes, whatever the R group present, in the phosphine ligand, in the hydrogenation of carboxylic acids. These complexes, on the other hand, are less active than the corresponding tributylphosphine substituted ones in the hydrogenation of alkenes and ketones. Finally when the phosphine ligand is P(CH2CH2COOCH3)(3) the ester group is not reduced and consequently the catalytic activity of this complex in the hydrogenation of carboxylic acids is very low. (C) 1999 Elsevier Science S.A. All rights reserved.
• Mironova,Z.N. et al., Journal of general chemistry of the USSR, 1972, vol. 42, p. 2149 - 2154
  作者：Mironova,Z.N. et al.

  DOI：——

  日期：——
• Pseudoallylic rearrangement of acetoxymethylphosphines
  作者：E. N. Tsvetkov、T. E. Kron、Z. N. Mironova、M. I. Kabachnik

  DOI：10.1007/bf00951002

  日期：1979.8
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Rh: SVol.B3, 4.20.18, page 108 - 110
  作者：

  DOI：——

  日期：——