4,4-bis(trifluoromethyl)-4,5-dihydro-2-phenyl-(4'-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4-bis(trifluoromethyl)-4,5-dihydro-2-phenyl-(4'-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-one
• 英文别名: 7-Chloro-2-phenyl-4,4-bis(trifluoromethyl)-1,3,2-benzodioxaphosphepin-5-one
• 化学式: C₁₆H₈ClF₆O₃P
• 分子量: 428.655
• InChiKey: HABQHJIHQIYPKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4,4-bis(trifluoromethyl)-4,5-dihydro-2-phenyl-(4'-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-one 、 六氟丙酮 以 二氯甲烷 为溶剂， 以77%的产率得到3,3,10,10-tetrakis(trifluoromethyl)-1-phenyl-6,7-(4'-chlorobenzo)-2,4,8,9-tetraoxa-1-phosphatricyclo[3.3.2.0(1,5)]decene
  参考文献：
  名称：

  Synthesis and crystal structure of 5-carbaphosphatranes containing a four-membered cycle

  摘要：

  4,4-Bis(trifluoromethyl)-4,5-dihydro-2-phenylbenzo[e]- and 4,4-bis(trifluoromethyl)-4,5-dihydro-2-phenyl-(4'-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-ones react with hexafluoroacetone to form unusual propeller type structures - 3,3,10,10-tetrakis(trifluoromethyl)-1-phenyl-6,7-benzo- and 3,3,10,10-tetrakis(trifluoromethyl)-1-phenyl-6,7-(4'-chlorobenzo)-2,4,8,9-tetraoxa-1-phosphatricyclo[3.3.2.0(1.5)]decenes (5-carbaphosphatrane derivatives), the structure of which has been determined by NMR spectroscopy and single crystal X-ray diffraction analysis.

  DOI：

  10.1016/j.mencom.2009.01.014
• 作为产物：
  描述：

  2-(2'-hydroxy-5'-chlorophenyl)-2-oxo-1,1-bis(trifluoromethyl)ethanol 、 苯基二氯化磷 在 三乙胺 作用下， 生成 4,4-bis(trifluoromethyl)-4,5-dihydro-2-phenyl-(4'-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-one
  参考文献：
  名称：

  Synthesis and crystal structure of 5-carbaphosphatranes containing a four-membered cycle

  摘要：

  4,4-Bis(trifluoromethyl)-4,5-dihydro-2-phenylbenzo[e]- and 4,4-bis(trifluoromethyl)-4,5-dihydro-2-phenyl-(4'-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-ones react with hexafluoroacetone to form unusual propeller type structures - 3,3,10,10-tetrakis(trifluoromethyl)-1-phenyl-6,7-benzo- and 3,3,10,10-tetrakis(trifluoromethyl)-1-phenyl-6,7-(4'-chlorobenzo)-2,4,8,9-tetraoxa-1-phosphatricyclo[3.3.2.0(1.5)]decenes (5-carbaphosphatrane derivatives), the structure of which has been determined by NMR spectroscopy and single crystal X-ray diffraction analysis.

  DOI：

  10.1016/j.mencom.2009.01.014

文献信息

• An unusual cascade reaction of 4,5-dihydro-4,4-bis(trifluoromethyl)-2-phenyl-6,7-(4-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-one with chloral
  作者：Vladimir F. Mironov、Yuliya Yu. Borisova、Liliya M. Burnaeva、Dmitry B. Krivolapov、Igor A. Litvinov、Vladislav V. Zverev、Rashid Z. Musin、Irina V. Konovalova

  DOI：10.1016/j.mencom.2010.01.017

  日期：2010.1

  The reaction of 4,5-dihydro-4,4-bis(trifluoromethyl)-2-phenyl-6,7-(4-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-one with chloral (1:2) proceeds with evolving hexafluoroacetone and gives spiro2-oxo-4-trichloromethyl-4,5-dihydro-2-phenyl-6,7-(4-chlorobenzo)[f]-1,3,2-dioxaphosphepine-5,2'-(3-trichloromethyl)oxirane) with a high stereoselectivity. Configuration of the four chiral centres (p(S)(2)C(S)(4)C(S)(5)C(S)5C(S)(3)'/(PRCRCRCR3)-C-2-C-4-C-5') was determined by a single crystal X-ray diffraction.