2,2,2-trichloro-1-[bis(2-phenylethyl)phosphoroselenoyl]ethanol

• 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: 2,2,2-trichloro-1-[bis(2-phenylethyl)phosphoroselenoyl]ethanol
• 英文别名: 1-[bis(phenethyl)phosphoroselenoyl]-2,2,2-trichloro-1-ethanol；1-[Bis(2-phenylethyl)phosphinoselenoyl]-2,2,2-trichloroethanol
• 化学式: C₁₈H₂₀Cl₃OPSe
• 分子量: 468.649
• InChiKey: CAODQCYSYFBMIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  bis(2-phenylethyl)phosphine selenide 、 三氯乙醛 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以89%的产率得到2,2,2-trichloro-1-[bis(2-phenylethyl)phosphoroselenoyl]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

文献信息

• Non-Catalyzed, Atom-Economic, High-Yield Synthesis of Tertiary α-Hydroxyphosphane Selenides
  作者：Boris Trofimov、Nina Gusarova、Nina Ivanova、Nataliya Konovalova、Boris Sukhov、Ludmila Baikalova、Lidiya Sinegovskaya、Dmitriy Pavlov

  DOI：10.1055/s-2006-950340

  日期：——

  First examples of a Facile hydroselenophosphorylation of aldehydes are reported. Nucleophilic addition of P,Se-ambident secondary phosphane selenides to a series of aldehydes proceeds under catalyst-free conditions at room temperature to give tertiary alpha-hydroxyphosphane selenides in high yield.
• Reaction of secondary phosphine chalcogenides with 2,2,2-trichloroacetaldehyde
  作者：N. I. Ivanova、N. K. Gusarova、N. A. Konovalova、P. A. Volkov、G. G. Levkovskaya、L. I. Larina、B. A. Trofimov

  DOI：10.1134/s1070363209100041

  日期：2009.10

  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.