bis[2-(2-naphthyl)ethyl]phosphine selenide | 1201799-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: bis[2-(2-naphthyl)ethyl]phosphine selenide
• 英文别名: Bis(2-naphthalen-2-ylethyl)-selenidophosphanium
• CAS: 1201799-85-0
• 化学式: C₂₄H₂₃PSe
• 分子量: 421.38
• InChiKey: DXZXHAHKOYTONW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.08
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis[2-(2-naphthyl)ethyl]phosphine selenide 在 selenium 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.01h， 以94%的产率得到bis[2-(2-naphthyl)ethyl]phosphinodiselenoic acid potassium salt
  参考文献：
  名称：

  Reaction of secondary phosphine selenides with the system Se/MOH (M=Li, Na, K, Rb, Cs): A novel three-component synthesis of diorganodiselenophosphinates

  摘要：

  Secondary phosphine selenides, R(2)P(Se) H (R = PhCH(2)CH(2), PhCH(Me) CH(2), 4-t-BuC(6)H(4)CH(2)CH(2), NaphthylCH(2)CH(2), Ph), react with the system Se/MOH (M = Li, Na, K, Rb, Cs) in the system THF/EtOH at ambient temperature unusually fast (20-30 s) to give cleanly and almost quantitatively (in 94-100% yield) earlier unknown diorganodiselenophosphinates of alkali metals. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.03.010
• 作为产物：
  描述：

  bis[2-2-(2-naphthyl)ethyl]phosphine 在 selenium 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以97%的产率得到bis[2-(2-naphthyl)ethyl]phosphine selenide
  参考文献：
  名称：

  Reaction of secondary phosphine selenides with the system Se/MOH (M=Li, Na, K, Rb, Cs): A novel three-component synthesis of diorganodiselenophosphinates

  摘要：

  Secondary phosphine selenides, R(2)P(Se) H (R = PhCH(2)CH(2), PhCH(Me) CH(2), 4-t-BuC(6)H(4)CH(2)CH(2), NaphthylCH(2)CH(2), Ph), react with the system Se/MOH (M = Li, Na, K, Rb, Cs) in the system THF/EtOH at ambient temperature unusually fast (20-30 s) to give cleanly and almost quantitatively (in 94-100% yield) earlier unknown diorganodiselenophosphinates of alkali metals. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.03.010

文献信息

• Synthesis of new secondary phosphine chalcogenides with bulky substituents from aryl(hetaryl)ethenes, red phosphorus, sulfur, and selenium
  作者：S. F. Malysheva、A. V. Artem’ev、N. K. Gusarova、B. V. Timokhin、A. A. Tatarinova、B. A. Trofimov

  DOI：10.1134/s1070363209080052

  日期：2009.8

  Phosphine generated along with hydrogen from red phosphorus and aqueous potassium hydroxide selectively reacts with aryl(hetaryl)ethenes (alpha-methylstyrene, 2-vinylnaphthalene and 5-vinyl-2-methylpyridine) in superbasic system KOH-DMSO(H2O) to give secondary phosphines. The latter are practically quantitatively oxidized by elemental sulfur or selenium (20-25 degrees C, toluene, 0.5 h), to afford the hitherto unknown secondary phosphine chalcogenides with bulky arylalkyl pyridine and naphthyl substituents.