(2,6-二甲氧基苯基)膦 | 126590-36-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2,6-二甲氧基苯基)膦
• 英文名称: 2,6-dimethoxyphenylphosphine
• 英文别名: (2,6-Dimethoxyphenyl)phosphane
• CAS: 126590-36-1
• 化学式: C₈H₁₁O₂P
• 分子量: 170.148
• InChiKey: UOFOQHJWFXUUML-UHFFFAOYSA-N

物化性质

• 沸点：
  281.3±30.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,6-二甲氧基苯基)膦 在 正丁基锂 、 sulfur 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.75h， 生成 2,6-dimethoxyphenylphosphetane sulfide
  参考文献：
  名称：

  2,6-Dimethoxyphenylphosphetane sulfide—synthesis, structure and exploratory photochemistry

  摘要：

  2,6-Dimethoxyphenylphosphetane sulfide has been synthesized by condensation of 2,6-dimethoxyphenylphosphine with 1,3-propanediol ditosylate and treatment of the resulting phosphetane with sulfur. Irradiation at 254 nm of the phosphetane sulfide was undertaken to determine the mode of photodissociation and the types of reactive intermediates produced. Evidence is presented for the formation of both the corresponding arylphosphinidene sulfide ArP=S and the methylene(thioxo)phosphorane ArP(S)=CH2 as transient species. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00210-7
• 作为产物：
  描述：

  diethyl(2,6-dimethoxyphenyl)phosphite 在 lithium aluminium tetrahydride 、 三甲基氯硅烷 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以55%的产率得到(2,6-二甲氧基苯基)膦
  参考文献：
  名称：

  2,6-Dimethoxyphenylphosphetane sulfide—synthesis, structure and exploratory photochemistry

  摘要：

  2,6-Dimethoxyphenylphosphetane sulfide has been synthesized by condensation of 2,6-dimethoxyphenylphosphine with 1,3-propanediol ditosylate and treatment of the resulting phosphetane with sulfur. Irradiation at 254 nm of the phosphetane sulfide was undertaken to determine the mode of photodissociation and the types of reactive intermediates produced. Evidence is presented for the formation of both the corresponding arylphosphinidene sulfide ArP=S and the methylene(thioxo)phosphorane ArP(S)=CH2 as transient species. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00210-7

文献信息

• Reductive cleavage of the carbonphosphorus bond with alkali metals. III. Reactions of arylalkylphosphines
  作者：Johannes A. van Doorn、Nico Meijboom

  DOI：10.1002/recl.19921110402

  日期：——

  The reductive cleavage of phenylalkylphosphines Ph2PR, PhPR2 (R = Bu, iPr) with Na/NH3 is unselective: both phenyl and alkyl groups can be cleaved and Birch reduction may occur. Reaction of Ph2tBuP gives a high yield of diphenylphosphide. Polar groups (CO2Na, SO3,Na) at the ω position of primary alkyl groups may lead to an increase in selectivity; Birch reduction is suppressed and a functionalised

  苯烷基膦Ph 2 PR，PhPR 2（R = Bu，iPr）与Na / NH 3的还原裂解是非选择性的：苯基和烷基都可以裂解，并且可能发生桦木还原。Ph 2 tBuP的反应产生了高产率的二苯基磷化物。伯烷基的ω位置的极性基团（CO 2 Na，SO 3，Na）可能导致选择性增加；桦木还原得到抑制，并获得官能化的仲磷化物。
• Novel diaryl phosphides
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0290075A2

  公开（公告）日：1988-11-09

  Novel alkali metal diaryl phosphides of the general formula (R₁₁)₂PM, wherein M represents an alkali metal and R₁₁ is an aryl group having one or more polar substituents which, in respect to the phosphorus atom, occupy the para position and in addition to this position can occupy no other position than either one or both of the meta positions.

  通式为(R₁₁)₂PM 的新型碱金属二芳基膦化物，其中 M 代表碱金属，R₁₁ 是芳基，该芳基具有一个或多个极性取代基，相对于磷原子而言，这些取代基占据对位，除此以外，除了一个或两个元位之外，不能占据任何其他位置。
• Budzelaar, Peter H. M.; Doorn, Johannes A. van; Meijboom, Nico, Recueil des Travaux Chimiques des Pays-Bas, 1991, vol. 110, # 10, p. 420 - 432
  作者：Budzelaar, Peter H. M.、Doorn, Johannes A. van、Meijboom, Nico

  DOI：——

  日期：——
• 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.
• Ligands for metals and improved metal-catalyzed processes based thereon
  申请人：Massachusetts Institute of Technology (MIT)

  公开号：EP2583958B1

  公开（公告）日：2016-08-10