bis[2-(2-pyridyl)-ethyl]phosphine oxide | 291517-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: bis[2-(2-pyridyl)-ethyl]phosphine oxide
• 英文别名: bis[2-(2-pyridyl)ethyl]phosphine oxide；2-[2-(2-Pyridin-2-ylethylphosphonoyl)ethyl]pyridine；2-[2-(2-pyridin-2-ylethylphosphonoyl)ethyl]pyridine
• CAS: 291517-41-4
• 化学式: C₁₄H₁₇N₂OP
• 分子量: 260.276
• InChiKey: HAAIHHPKJDCSMR-UHFFFAOYSA-N

物化性质

• 沸点：
  430.7±55.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三氯乙醛 、 bis[2-(2-pyridyl)-ethyl]phosphine oxide 以 苯 为溶剂， 反应 0.58h， 以94%的产率得到1-{bis[2-(2-pyridyl)ethyl]phosphoryl}-2,2,2-trichloro-1-ethanol
  参考文献：
  名称：

  Reaction of secondary phosphine chalcogenides with 2,2,2-trichloroacetaldehyde

  摘要：

  The nucleophilic addition of secondary phosphine chalcogenides to 2,2,2-trichloroacetaldehyde proceeds under mild noncatalytic conditions (12-25dgC, 15-90 min) with the formation of functional tertiary phosphine chalcogenides, containing hydroxy groups in up to 98% yield. Using the method of concurrent reactions the reactivity of secondary phosphine chalcogenides in this reaction was shown to decrease in the order: (PhCH2CH2)(2)P(O)H a parts per thousand << (PhCH2CH2)(2)P(S)H > (PhCH2CH2)(2)P(Se)H, and the secondary bis[2-(2-pyridyl) ethyl]-phosphine oxide was more reactive than bis(2-phenethyl)phosphine oxide.

  DOI：

  10.1134/s1070363209100041
• 作为产物：
  描述：

  bis[2-(pyridin-2-yl)ethyl]phosphine 在 氧气 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以98%的产率得到bis[2-(2-pyridyl)-ethyl]phosphine oxide
  参考文献：
  名称：

  Trofimov; Shaikhudinova; Dmitriev, Russian Journal of General Chemistry, 2000, vol. 70, # 1, p. 40 - 45

  摘要：

  DOI：

文献信息

• Synthesis of chalcophosphinic acid amides with pyridine rings*
  作者：N. I. Ivanova、P. A. Volkov、L. I. Larina、N. K. Gusarova、B. A. Trofimov

  DOI：10.1007/s10593-012-0925-2

  日期：2012.2
• Directed synthesis of tertiary phosphine chalcogenides with pyridine and hydroxy functions
  作者：N. I. Ivanova、P. A. Volkov、N. K. Gusarova、L. I. Larina、B. A. Trofimov

  DOI：10.1134/s1070363211020071

  日期：2011.2

  Secondary phosphine chalcogenides react with pyridine-2-, pyridine-3-, and pyridine-4-carbaldehydes under mild noncatalytic conditions (22-43A degrees C, 1-8.5 h) to form in 81-98% yield functional tertiary phosphine chalcogenides containing pyridine and hydroxy functions.
• Regioselective addition of secondary phosphine oxides to 3-(trialkylsilyl)- and 3-(trialkylgermyl)-2-propynals
  作者：Nina K Gusarova、Aelita M Reutskaya、Nina I Ivanova、Alevtina S Medvedeva、Maria M Demina、Peter S Novopashin、Andrei V Afonin、Alexander I Albanov、Boris A Trofimov

  DOI：10.1016/s0022-328x(02)01724-2

  日期：2002.10

  3-(Trialkylsilyl)- and 3-(trialkylgermyl)-2-propynals as well as 2-propynal react with secondary phosphine oxides by carbonyl group under mild conditions (-10 to 22 degreesC) to give corresponding tertiary phosphine oxides with acetylenic and hydroxyl moieties in quantitative yield. The reactivity of the aldehydes in this reaction drops in the following order: HGdropCC(O)H > Me(3)SiCdropCC(O)H > Et(3)GeCdropCC(O)H. (C) 2002 Elsevier Science B.V. All rights reserved.
• Reaction of Secondary Phosphine Oxides with Aromatic Aldehydes
  作者：N. I. Ivanova、A. M. Reutskaya、N. K. Gusarova、S. A. Medvedeva、A. V. Afonin、I. A. Ushakov、A. A. Tatarinova、B. A. Trofimov

  DOI：10.1023/b:rugc.0000015976.82173.42

  日期：2003.9

  Nucleophilic addition of secondary phosphine oxides to aromatic aldehydes proceeds under mild conditions (20-60degreesC, 10-40 h) and provides [bis(2-organylethyl)](arylhydroxymethyl)phosphine oxides in high yields.
• First Example of Microwave Activation of Elementary Phosphorus in the Reaction with 2-Vinylpyridine
  作者：N. K. Gusarova、S. N. Arbuzova、M. V. Bogdanova、D. V. Pavlov、T. N. Komarova、B. A. Trofimov

  DOI：10.1007/s11176-005-0522-5

  日期：2005.11