3-[(2,5-difluorophenyl)diphenyl-λ5-phosphanylidene]-5,6,7,8-tetrafluoro-1,2,3,4-tetrahydronaphthalene-1,2,4-trione | 1286745-06-9

• 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: 3-[(2,5-difluorophenyl)diphenyl-λ5-phosphanylidene]-5,6,7,8-tetrafluoro-1,2,3,4-tetrahydronaphthalene-1,2,4-trione
• CAS: 1286745-06-9
• 化学式: C₂₈H₁₃F₆O₃P
• 分子量: 542.374
• InChiKey: RJMWVCNYRZZJHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  38.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.21
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  hexafluoro-1,4-naphthoquinone 、 (2,5-difluorophenyl)diphenylphosphine 在 甲醇 作用下， 反应 48.0h， 以62%的产率得到3-[(2,5-difluorophenyl)diphenyl-λ5-phosphanylidene]-5,6,7,8-tetrafluoro-1,2,3,4-tetrahydronaphthalene-1,2,4-trione
  参考文献：
  名称：

  Synthesis diphenyl(X)phosphonium betaines (X = CH3, C6H5, 2,5-F2C6H3) from hexafluoro-1,4-naphthoquinone

  摘要：

  Betaines 5,6,7,8-tetrafluoro-3-(triphenyl-lambda(5)-phosphanylidene)-1,2,3,4-tetrahydronaphthalene-1,2,4-trione, 5,6,7,8-tetrafluoro-3-(methyldiphenyl-lambda(5)-phosphanylidene)-1,2,3,4-tetrahydronaphthalene-1,2,4-trione, and 3-[(2,5-difluorophenyl)diphenyl-lambda(5)-phosphanylidene]-5,6,7,8-tetrafluoro-1,2,3,4-tetrahydronaphthalene-1,2,4-trione have been synthesized via fluorine substitution in the quinone ring of hexafluoro-1,4-naphthoquinone by tertiary phosphines RPh2P (R = Me, Ph, 2,5-F2C6H3) and methanol in 90, 30 and 62% yields, respectively. The first naphthalenetrione formed also upon interaction of pentafluoro-1,4-naphthoquinone with triphenylphosphine in methanol. The new 1,4-dibenzodioxine derivative - 6,11-difluoro-9-(triphenyl-lambda(5)-phosphanylidene)-7,8,9,10-tetrahydro-5,12-dioxatetracene-7,8,10-trione - has been obtained in a 83% yield by fluorine substitution in the benzene moiety of a naphthoquinone skeleton of this betaine by the action of pyrocatechol at the presence of potassium carbonate in DMSO.

  DOI：

  10.3998/ark.5550190.0012.814