2,6-dimethoxyphenylphosphirane oxide | 252769-98-5

• 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: 2,6-dimethoxyphenylphosphirane oxide
• 英文别名: 1-(2,6-Dimethoxyphenyl)-1lambda5-phosphirane 1-oxide；1-(2,6-dimethoxyphenyl)-1λ5-phosphirane 1-oxide
• CAS: 252769-98-5
• 化学式: C₁₀H₁₃O₃P
• 分子量: 212.185
• InChiKey: FYNMQASSXJBMPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-dimethoxyphenylphosphirane oxide 以 氘代苯 为溶剂， 生成 乙烯
  参考文献：
  名称：

  2,6-Dimethoxyphenylphosphirane Oxide and Sulfide and their Thermolysis to Phosphinidene Chalcogenides—Kinetic and Mechanistic Studies

  摘要：

  2,6-Dimethoxyphenylphosphirane is readily converted to its oxide and sulfide whose pyrolysis and (perhaps) photolysis lead to the generation of phosphinidene chalcogenides Ar-P=Z (Z=O,S). Trapping experiments were carried out under conditions similar to the kinetic studies of the phosphirane chalcogenide pyrolyses that confirmed the formation of free Ar-P=Z. The trapping experiments were in accord with carbene-like character for Ar-P=Z, and the activation parameters suggest a non-least motion pathway for the addition of Ar-P=Z to olefins. This represents quantitative evidence for the validity of the predictions of frontier-orbital theory for species that undergo reactions with small (or no) enthalpic barriers. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00779-6
• 作为产物：
  描述：

  2,6-dimethoxyphenylphosphirane 在 双氧水 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以48%的产率得到2,6-dimethoxyphenylphosphirane oxide
  参考文献：
  名称：

  2,6-Dimethoxyphenylphosphirane Oxide and Sulfide and their Thermolysis to Phosphinidene Chalcogenides—Kinetic and Mechanistic Studies

  摘要：

  2,6-Dimethoxyphenylphosphirane is readily converted to its oxide and sulfide whose pyrolysis and (perhaps) photolysis lead to the generation of phosphinidene chalcogenides Ar-P=Z (Z=O,S). Trapping experiments were carried out under conditions similar to the kinetic studies of the phosphirane chalcogenide pyrolyses that confirmed the formation of free Ar-P=Z. The trapping experiments were in accord with carbene-like character for Ar-P=Z, and the activation parameters suggest a non-least motion pathway for the addition of Ar-P=Z to olefins. This represents quantitative evidence for the validity of the predictions of frontier-orbital theory for species that undergo reactions with small (or no) enthalpic barriers. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00779-6

文献信息

• 2,6-Dimethoxyphenylphosphirane Oxide and Sulfide and their Thermolysis to Phosphinidene Chalcogenides—Kinetic and Mechanistic Studies
  作者：Peter P. Gaspar、Hu Qian、Alicia M. Beatty、D.André d’Avignon、Jeff L.-F. Kao、Jesse C. Watt、Nigam P. Rath

  DOI：10.1016/s0040-4020(99)00779-6

  日期：2000.1

  2,6-Dimethoxyphenylphosphirane is readily converted to its oxide and sulfide whose pyrolysis and (perhaps) photolysis lead to the generation of phosphinidene chalcogenides Ar-P=Z (Z=O,S). Trapping experiments were carried out under conditions similar to the kinetic studies of the phosphirane chalcogenide pyrolyses that confirmed the formation of free Ar-P=Z. The trapping experiments were in accord with carbene-like character for Ar-P=Z, and the activation parameters suggest a non-least motion pathway for the addition of Ar-P=Z to olefins. This represents quantitative evidence for the validity of the predictions of frontier-orbital theory for species that undergo reactions with small (or no) enthalpic barriers. (C) 1999 Elsevier Science Ltd. All rights reserved.