3',3',5'-trimethyl-7',7'-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1'-[2,6,8]trioxa[1λ⁵]phosphabicyclo[3.2.1]octane] | 1232839-44-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3',3',5'-trimethyl-7',7'-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1'-[2,6,8]trioxa[1λ⁵]phosphabicyclo[3.2.1]octane]
• 英文别名: 7,7-bis(trifluoromethyl)-3,3,5-trimethyl-1,1-phenylenedioxy-1-phospha-2,6,8-trioxabicyclo[3.2.1(1,5)]octane；3',3',5'-Trimethyl-7',7'-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1'-[2,6,8]trioxa[1lambda5]phosphabicyclo[3.2.1]octane]；3',3',5'-trimethyl-7',7'-bis(trifluoromethyl)spiro[1,3,2λ5-benzodioxaphosphole-2,1'-2,6,8-trioxa-1λ5-phosphabicyclo[3.2.1]octane]
• CAS: 1232839-44-9
• 化学式: C₁₅H₁₅F₆O₅P
• 分子量: 420.245
• InChiKey: KSDWSDXCDKVDQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  4-(1,3,2-benzodioxaphosphol-2-yloxy)-4-methylpentan-2-one 、 六氟丙酮 以 四氯化碳 、 正己烷 为溶剂， 反应 360.0h， 以75%的产率得到3',3',5'-trimethyl-7',7'-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1'-[2,6,8]trioxa[1λ⁵]phosphabicyclo[3.2.1]octane]
  参考文献：
  名称：

  Synthesis and steric structure of 3′,3′,5′-trimethyl-7′,7′-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1′-[2,6,8]trioxa[1λ5]phosphabicyclo[3.2.1]octane] and 3′,5′-dimethyl-7′,7′-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1′-[2,6,8]trioxa[1λ5]phosphabicyclo[3.2.1]oct[3]ene]

  摘要：

  Reactions of hexafluoroacetone with 4-(1,3,2-benzodioxaphosphol-2-yloxy)-4-methylpentan-2-one and 4-(1,3,2-benzodioxaphosphol-2-yloxy)pent-3-en-2-one afforded cage spiro phosphoranes with a phosphorus-carbon bond, 3',3',5'-trimethyl-7',7'-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1'-[2,6,8]-trioxa[1 lambda(5)]phosphabicyclo[3.2.1]octane] and 3',5'-dimethyl-7',7'-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1'-[2,6,8]trioxa[1 lambda(5)]phosphabicyclo[3.2.1]oct[3]ene], whose structure was determined by X-ray analysis.

  DOI：

  10.1134/s1070428015030203

文献信息

• Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds
  作者：Liliya M. Abdrakhmanova、Vladimir F. Mironov、Mudaris N. Dimukhametov、Dmitry B. Krivolapov、Igor A. Litvinov

  DOI：10.1016/j.mencom.2010.01.016

  日期：2010.1

  Cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo-sigma(3)lambda(3)-1,3,2-dioxaphosphole with chloral, hexafluoroacetone, mezoxalic acid diethyl ester and trifluoropyruvic acid ethyl ester are a versatile approach to the synthesis of spirophosphoranes bearing a phosphorus-carbon bond with a high yield and stereoselectivity.