1-(4'-methoxyphenyl)-3-methyl-2-phospholene 1-oxide | 432522-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4'-methoxyphenyl)-3-methyl-2-phospholene 1-oxide
• 英文别名: 1-(4-Methoxyphenyl)-4-methyl-2,3-dihydro-1lambda5-phosphole 1-oxide；1-(4-methoxyphenyl)-4-methyl-2,3-dihydro-1λ5-phosphole 1-oxide
• CAS: 432522-11-7
• 化学式: C₁₂H₁₅O₂P
• 分子量: 222.224
• InChiKey: VHZTVHLDYDAPQR-UHFFFAOYSA-N

物化性质

• 沸点：
  403.0±45.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4'-methoxyphenyl)-3-methyl-2-phospholene 1-oxide 在 硫酸 、 硝酸 作用下， 反应 24.0h， 以50%的产率得到1-(4'-methoxy-3,'5'-dinitrophenyl)-3-methyl-2-phospholene 1-oxide
  参考文献：
  名称：

  新型1-（取代的苯氧基/苯基）-2-膦烯和膦酰基1-氧化物衍生物的合成与表征

  摘要：

  描述了新颖的1-（取代的苯氧基/苯基）-2-膦和膦酰基1-氧化物衍生物的合成，它们是具有磷原子代替普通糖的环氧的糖的类似物。所有合成的衍生物均通过多核NMR，质量和IR光谱数据，元素和X射线晶体学分析进行结构表征。

  DOI：

  10.1002/jhet.5570390109
• 作为产物：
  描述：

  1-methoxy-3-methyl-2-phospholene 1-oxide 在 氯化亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 生成 1-(4'-methoxyphenyl)-3-methyl-2-phospholene 1-oxide
  参考文献：
  名称：

  新型1-（取代的苯氧基/苯基）-2-膦烯和膦酰基1-氧化物衍生物的合成与表征

  摘要：

  描述了新颖的1-（取代的苯氧基/苯基）-2-膦和膦酰基1-氧化物衍生物的合成，它们是具有磷原子代替普通糖的环氧的糖的类似物。所有合成的衍生物均通过多核NMR，质量和IR光谱数据，元素和X射线晶体学分析进行结构表征。

  DOI：

  10.1002/jhet.5570390109

文献信息

• Preparation of 2-phospholene oxides by the isomerization of 3-phospholene oxides
  作者：Péter Bagi、Réka Herbay、Nikolett Péczka、Zoltán Mucsi、István Timári、and György Keglevich

  DOI：10.3762/bjoc.16.75

  日期：——

  obtained by heating the 3-phospholene oxides in methanesulfonic acid, or via the formation of cyclic chlorophosphonium salts. Whereas mixtures of the 2- and 3-phospholene oxides formed, when the isomerization of 3-phospholene oxides was attempted under thermal conditions, or in the presence of a base. The mechanisms of the various double bond migration pathways were elucidated by quantum chemical calculations

  通过双键重排，由相应的3-氧化膦制备一系列1-取代的-3-甲基-2-氧化膦。可以通过在甲磺酸中加热3-氧化膦或通过形成环状氯膦盐来获得2-氧化膦。然而，当在热条件下或在碱的存在下尝试3-环氧丙烷的异构化时，形成了2-环氧丙烷和3-环氧丙烷的混合物。量子化学计算阐明了各种双键迁移途径的机理。
• Synthesis of Novel 1-(substituted phenyl)-2-phospholene 1-Oxide Derivatives
  作者：Valluru Krishna Reddy、Lakonda Nagaprasada Rao、Tatsuo Oshikawa、Masaki Takahashi、Mitsuji Yamashita

  DOI：10.1080/10426500212255

  日期：2002.6.1

  Several novel 1-(substituted phenyl)-2-phospholene 1-oxide derivatives, which are analogs of sugars having a phosphorus atom in place of the ring oxygen of normal sugars, were synthesized from the corresponding 2-phospholenes as the starting materials. Structures of all the synthesized compounds were unequivocally confirmed by IR, 1 H, 13 C, and 31 P NMR spectral, elemental, and X-ray crystallographic

  以相应的2-磷烯为起始原料，合成了几种新型1-(取代苯基)-2-磷烯1-氧化物衍生物，它们是具有磷原子代替正糖环氧的糖的类似物。所有合成化合物的结构均通过 IR、 1 H、 13 C 和 31 P NMR 光谱、元素和 X 射线晶体学分析明确证实。
• Chemo- and regioselective allylic oxidation: Oxo-derivatives of 2-phospholene sugar analogs
  作者：Valluru Krishna Reddy、Lakonda Nagaprasada Rao、Motoki Maeda、Buchammagari Haritha、Mitsuji Yamashita

  DOI：10.1002/hc.10154

  日期：——

  and facile chemo- and regioselective oxidation of the allylic methylene group in a 2-phospholene ring system afforded the novel carbonyl derivatives of 2-phospholenes (2a–i). The method gives high conversion and selectivity in the formation of allylic ketones. The advantages of this oxidation method in such a five-membered pseudo sugar 2-phospholene ring are mentioned, and the oxidation is examined

  2-磷烯环系统中烯丙基亚甲基的方便和容易的化学和区域选择性氧化提供了2-磷烯的新型羰基衍生物（2a-i）。该方法在烯丙基酮的形成中提供了高转化率和选择性。提到了这种氧化方法在这种五元假糖 2-磷烯环中的优点，并在几个取代的 2-磷烯 (1a-i) 上检查了氧化。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:320–325, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10154
• A novel conversion of erythro phospholane epoxides to one-carbon atom homologated allylic alcohols
  作者：Valluru Krishna Reddy、Buchammagari Haritha、Tatsuo Oshikawa、Mitsuji Yamashita

  DOI：10.1016/j.tetlet.2004.01.139

  日期：2004.3

  A novel synthetic approach is described to incorporate one more carbon atom at C-2 position of phospholane oxides as homologated allylic alcohol by treatment of erythro-2,3-epoxy-3-methylphospholane 1-oxides with excess of dimethylsulfonium methylide. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis and characterization of the novel l-(substituted phenoxy/phenyl)-2-phospholene and phospholane 1-oxide derivatives
  作者：Vallum Krishna Reddy、Jun-Ichi Onogawa、Lakonda Nagaprasada Rao、Tatsuo Oshikawa、Masaki Takahashi、Mitsuji Yamashita

  DOI：10.1002/jhet.5570390109

  日期：2002.1

  The synthesis of the novel 1-(substituted phenoxy/phenyl)-2-phospholene and phospholane 1-oxide derivatives, which are analogs of sugars having a phosphorus atom in place of the ring oxygen of normal sugars, is described. All of the synthesized derivatives are structurally characterized by multi nuclear NMR, mass, and IR spectral data, elemental and X-ray crystallographic analyses.

  描述了新颖的1-（取代的苯氧基/苯基）-2-膦和膦酰基1-氧化物衍生物的合成，它们是具有磷原子代替普通糖的环氧的糖的类似物。所有合成的衍生物均通过多核NMR，质量和IR光谱数据，元素和X射线晶体学分析进行结构表征。