2-(1-methyl-3-oxobut-2-en-1-yloxy)benzo[d]-1,3,2-dioxaphosphole | 960315-71-3

• 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: 2-(1-methyl-3-oxobut-2-en-1-yloxy)benzo[d]-1,3,2-dioxaphosphole
• 英文别名: 4-(1,3,2-benzodioxaphosphol-2-yloxy)pent-3-en-2-one
• CAS: 960315-71-3
• 化学式: C₁₁H₁₁O₄P
• 分子量: 238.18
• InChiKey: ANYXJAYOMXMGKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  2-(1-methyl-3-oxobut-2-en-1-yloxy)benzo[d]-1,3,2-dioxaphosphole 在 水 作用下， 以 四氯化碳 、 乙醚 、 二氯甲烷 为溶剂， 反应 120.0h， 生成 triethylammonium 2-hydroxyphenyl (2-hydroxyhexafluoropropan-2-yl)phosphonate
  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

• A New Approach to The Synthesis of Phosphoranes Based on the Reaction of Benzo[<i>d</i>]-1,3,2-Dioxaphospholes, Having β- or γ-Unsaturated Group in a Substituent, with Compounds Containing Multiple Bonds
  作者：V. F. Mironov、L. M. Abdrakhmanova、M. N. Dimukhametov、L. M. Burnaeva、Yu. Yu. Kotorova、I. V. Konovalova

  DOI：10.1080/10426500701735486

  日期：2008.1.14

  We developed a new approach to the synthesis of phosphoranes and carba phosphatranes on the basis of the reaction of benzo[d]-1,3,2-dioxaphospholes, having β- or γ-unsaturated group in a substituent, with such compounds containing multiple bonds, such as hexafluoroacetone, chloral, and diethylacetylenedicarboxylate.

  我们在苯并[d]-1,3,2-二氧杂磷的反应的基础上开发了一种合成正膦和卡巴膦的新方法，在取代基中具有β-或γ-不饱和基团，此类化合物含有多个键，如六氟丙酮、氯醛和二乙基乙炔二羧酸酯。
• Theoretical Study on Novel Mixed Valence, P-H Functional P-Ligands, and Their Tautomerization
  作者：Arturo Espinosa、Liliya Abdrakhmanova、Rainer Streubel

  DOI：10.1002/hc.21207

  日期：2014.11

  The synthesis of a novel mixed valence P-ligand system (II/I) with a PP bond bearing phosphonite and PH phosphanyl subunits was achieved via the reaction of a Li/Cl phosphinidenoid complex with a phosphite-substituted ketone. Density functional theory (DFT) calculations provide insight into bonding features of the novel R(H)PP(OR′)2 ligand system and its tautomer RP = PH(OR′)2. Wiberg bond index, Mayer

  通过 Li/Cl 膦类配合物与亚磷酸酯取代的酮反应，合成了具有 PP 键的新型混合价 P-配体系统 (II/I)，其带有亚膦酸酯和 PH 膦酰基亚基。密度泛函理论 (DFT) 计算提供了对新型 R(H)PP(OR')2 配体系统及其互变异构体 RP = PH(OR')2 的键合特征的洞察。报告了自由和连接形式的 Wiberg 键指数、Mayer 键顺序和键临界点的电子密度，表明自由配体具有高度的 PP 双键特征，末端五羰基钨的键顺序显着降低络合。
• A new approach to the synthesis of phosphoranes based on the reaction of benzo[d]-1,3,2-dioxaphospholes having a β- or γ-carbonyl group in exocyclic substituent with hexafluoroacetone
  作者：Liliya M. Abdrakhmanova、Vladimir F. Mironov、Tamara A. Baronova、Mudaris N. Dimukhametov、Dmitry B. Krivolapov、Igor A. Litvinov、Alsu A. Balandina、Shamil K. Latypov、Alexander I. Konovalov

  DOI：10.1070/mc2006v016n06abeh002414

  日期：2006.1

  The reaction of 2-(2-oxo-1,2-diphenylethoxy)- and 2-(1-methyl-3-oxobut-2-en-1-yloxy)benzo[d]-1,3,2-dioxaphospholes with hexafluoroacetone is a versatile approach to the synthesis of 6,6-bis(trifluoromethyl)-3,4-diphenyl-1,1-phenylenedioxyl-phospha-2,5,7-trioxabicyclo[2.2.1]heptane and 3,5-dimethyl-7,7-bis(trifluoromethyl)-1,1-phenylenedioxy-1-phospha-2,6,8-trioxabicyclo[2.2.1]oct-3-ene, respectively, in high yields.