4-(1,3,2-benzodioxaphosphol-2-yloxy)-4-methylpentan-2-one | 1232839-42-7

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 4-(1,3,2-benzodioxaphosphol-2-yloxy)-4-methylpentan-2-one
• 英文别名: 2-(2-methyl-4-oxopent-2-yloxy)-1,3,2-benzodioxaphosphole；2-(2-methyl-4-oxopent-2-yloxy)benzo-1,3,2-dioxaphosphole
• CAS: 1232839-42-7
• 化学式: C₁₂H₁₅O₄P
• 分子量: 254.222
• InChiKey: VWRUMQCIRNAFKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  a-丙烯酸氯甲酯 、 二丙酮醇 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以95%的产率得到4-(1,3,2-benzodioxaphosphol-2-yloxy)-4-methylpentan-2-one
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/j.mencom.2010.01.016

文献信息

• Reaction of Li/Cl phosphinidenoid complexes with a phosphite substituted ketone: access to complexes with a novel mixed-valence polycyclic P,C-ligand system
  作者：Liliya Abdrakhmanova、Arturo Espinosa、Rainer Streubel

  DOI：10.1039/c3dt50902h

  日期：——

  Reaction of Li/Cl phosphinidenoid pentacarbonyltungsten(0) complexes 2a,b (R = CH(SiMe3)2, Cp*) with bifunctional phosphite-substituted ketone 3 yielded tungsten complexes 4a,b having a novel mixed-valence polycyclic P,C-cage ligand with a P–P bond. DFT calculations provide insight into an unusual product formation pathway.

  Li / Cl膦基类化合物五羰基钨（0）络合物2a，b（R = CH（SiMe 3）2，Cp *）与亚磷酸酯取代的双官能酮3的反应生成了具有新型混合价多环P，C的钨络合物4a，b。带有P–P键的笼型配体。DFT计算提供了对异常产品形成途径的洞察力。
• Caged C-P phosphoranes based on 2-(2-methyl-4-oxopent-2-yloxy)- and 2-[2-(methylcarbonyl)-1-phenoxy]-1,3,2-benzodioxaphospholes and diethyl mesoxalate
  作者：V. F. Mironov、M. N. Dimukhametov、E. V. Mironova、D. B. Krivolapov、L. M. Abdrakhmanova

  DOI：10.1134/s1070363215020152

  日期：2015.2

  Cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)- and 2-[2-(methylcarbonyl)-1-phenoxy]-1,3,2-benzodioxaphospholes with diethyl mesoxalate yield caged phosphoranes containing a phosphoruscarbon bond: 7,7-bis(ethoxycarbonyl)-3,3,5-trimethyl-1,1-phenylenedioxy- and 7,7-bis(ethoxycarbonyl)-5-methyl-1,1-phenylenedioxy-3,4-benzo-2,6,8,1 lambda(5)-trioxaphosphabicyclo[3.2.1(1.5)]octanes. Spatial structure of latter product has been determined by X-ray diffraction analysis.