(2-羟基-5-甲氧基苯基)二苯基氧化膦 | 120726-60-5

• 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-羟基-5-甲氧基苯基)二苯基氧化膦
• 英文名称: (2-hydroxy-5-methoxyphenyl)diphenylphosphine oxide
• 英文别名: 2-Diphenylphosphoryl-4-methoxyphenol
• CAS: 120726-60-5
• 化学式: C₁₉H₁₇O₃P
• 分子量: 324.316
• InChiKey: ZTCPNWPBIXIOKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-羟基-5-甲氧基苯基)二苯基氧化膦 在 三氯硅烷 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以80%的产率得到2-(diphenylphosphanyl)-4-methoxyphenol
  参考文献：
  名称：

  Ph 3 P介导的醌单缩醛与R 2 P（O）H的高选择性C（α）-P偶联：邻膦基酚的便捷实用合成

  摘要：

  已开发出一种高选择性的Ph 3 P介导的醌单缩醛与仲氧化膦的C（α）-P偶联反应，为合成多种正膦基苯酚提供了一种有效的方法，收率好至极好。该方案可直接用于由廉价和丰富的苯酚进行大规模合成，并且无需使用有机萃取或色谱法即可通过简单的过滤轻松轻松地以高收率获得产物。

  DOI：

  10.1039/c8gc02918k
• 作为产物：
  描述：

  4-methoxyphenyl diphenylphosphinate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以74%的产率得到(2-羟基-5-甲氧基苯基)二苯基氧化膦
  参考文献：
  名称：

  Synthesis, resolution and applications of 3,3′-bis(RO)-MeO-BIPHEP derivatives

  摘要：

  A series of optically pure 3,3'-bis(RO)-MeO-BIPHEP derivatives are prepared and used in palladium catalyzed asymmetric transformations. The phosphine oxide of (+/-)-5 is prepared in four steps from p-methoxyphenol and resolved using the novel resolving reagent chloro((L)-menthoxy)dimethylsilane. Subsequent conversions provide catalysts 8 and 9. Ligands 6, 7 and 10 are prepared in six steps from p-methoxyphenol and the phosphine oxides of 6 and 7, and 10 are resolved using di-p-toluoyl- and dibenzoyl-(L)-tartaric acid, respectively. (R)-3,3'-Bispivalate 8 is superior to the other catalysts in asymmetric Heck reaction with 2,3-dihydrofuran while (R)-(+)-bis(tolyloxy) 10 and (+)-(R)-sugar derivative 9 are better in the Pd-catalyzed polyene cyclization; however, the absolute sense of chirality in the product from the polyene cyclization was reversed to that obtained when (R)-(+)BINAP and (R)-(+)-MeO-BIPHEP were used. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.073

文献信息

• Organocatalytic, regioselective allylic- and 1,6-substitution of quinone monoketals with diaryl H-phosphine oxides
  作者：Biquan Xiong、Gang Wang、Congshan Zhou、Yu Liu、Chang-An Yang、Panliang Zhang、Kewen Tang、Quan Zhou

  DOI：10.1016/j.jorganchem.2018.12.020

  日期：2019.4

  An efficient selective synthesis of C- and O-phosphoryl-substituted phenols from easily available diaryl H-phosphine oxides with quinone monoketals (QMAs) has been developed. With the assistance of opponent characteristic additives (e.g., H2O and Et3N), diaryl H-phosphine oxides could selectively proceed the allylic- and 1,6-substitution to conjugate with the C-/O- positions of QMAs. The reported protocol

  已经开发了由容易获得的二芳基H-膦氧化物与醌单缩酮（QMA）选择性合成C-和O-磷酰基取代的苯酚的方法。借助于相反的特征性添加剂（例如H 2 O和Et 3 N），二芳基H-氧化膦可以选择性地进行烯丙基和1,6-取代，以与QMA的C- / O-位置缀合。所报道的方案是绿色且实用的，并且代表了以中等至良好的产率官能化C- / O-磷酰基取代的苯酚的有效方法。
• 一种制备邻二芳基磷酰基取代酚类衍生物的 方法
  申请人：湖南理工学院

  公开号：CN109096331B

  公开（公告）日：2021-10-01

  本发明提供了一种高效、高选择性合成含不同取代官能团的邻二芳基磷酰基取代酚类衍生物的方法，其采用水作为催化剂，以含P(O)‑H键的二芳基磷氧类化合物与4,4‑二甲氧基‑2,5‑环己二烯‑1‑酮类化合物作为反应底物，反应体系加入了有机溶剂。该方法的优点：催化剂廉价易得；底物适用性高；反应条件温和，安全可靠；所得目标产物的产率高达90%以上。该方法解决了传统合成有邻二芳基磷酰基取代酚类衍生物的反应选择性差、反应步骤繁琐、产率低以及需要用到对环境有害试剂等不足，具有良好的工业应用前景。本发明同时还提供了对应的含不同取代官能团的邻二芳基磷酰基取代酚类衍生物。
• Phosphorus-containing polyphenylene oxide resin, its preparation method, method for preparing prepolymer of phosphorus-containing polyphenylene oxide, resin composition and its application
  申请人：Elite Material Co., Ltd.

  公开号：US10280260B2

  公开（公告）日：2019-05-07

  The present invention relates to a phosphorus-containing polyphenylene oxide resin, its preparation method, a method for preparing the prepolymer of the phosphorus-containing polyphenylene oxide, a resin composition and an article thereof, wherein the phosphorus-containing polyphenylene oxide resin has a chemical structure represented by the following formula (I): wherein R′ is R″ is R′″ is hydrogen, Through the use of the above phosphorus-containing polyphenylene oxide resin, an article made from the resin composition can has good flame retardance, good thermal resistance and a lower percent of thermal expansion while dielectric properties can be maintained, such that the present invention is suitable for use in products such as copper clad laminate and printed circuit board.

  本发明涉及一种含磷聚苯醚树脂、其制备方法、含磷聚苯醚预聚物的制备方法、树脂组合物及其制品，其中含磷聚苯醚树脂具有下式（I）所代表的化学结构： 其中 R′是 R″ 是 R′″ 是氢、 通过使用上述含磷聚苯氧化物树脂，由该树脂组合物制成的物品可以具有良好的阻燃性、良好的耐热性和较低的热膨胀率，同时还能保持介电性能，因此本发明适用于覆铜箔层压板和印刷电路板等产品。
• Synthesis of ortho-phenyl substituted MeO-BIPHEP ligand and its application in Rh-catalyzed asymmetric hydrogenation
  作者：Shulin Wu、Minsheng He、Xumu Zhang

  DOI：10.1016/j.tetasy.2004.05.043

  日期：2004.7

  A new BIPHEP-type ligand with phenyl groups at the 3,3'-positions, o-Ph-MeO-BIPHEP 3 was prepared. This ligand afforded excellent enantioselectivities when used in the Rh-catalyzed asymmetric hydrogenation of alpha-dehydroamino acid derivatives. The strong influence of o-phenyl groups of the ligand on the enantioselectivities of the reaction has been demonstrated by a comparison with its parent ligand MeO-BIPHEP. (C) 2004 Published by Elsevier Ltd.
• PHOSPHORUS-CONTAINING POLYPHENYLENE OXIDE RESIN, ITS PREPARATION METHOD, METHOD FOR PREPARING PREPOLYMER OF PHOSPHORUS-CONTAINING POLYPHENYLENE OXIDE, RESIN COMPOSITION AND ITS APPLICATION
  申请人：Elite Material Co., Ltd.

  公开号：US20170088669A1

  公开（公告）日：2017-03-30

  The present invention relates to a phosphorus-containing polyphenylene oxide resin, its preparation method, a method for preparing the prepolymer of the phosphorus-containing polyphenylene oxide, a resin composition and an article thereof, wherein the phosphorus-containing polyphenylene oxide resin has a chemical structure represented by the following formula (I): wherein R′ is R″ is R′″ is hydrogen, Through the use of the above phosphorus-containing polyphenylene oxide resin, an article made from the resin composition can has good flame retardance, good thermal resistance and a lower percent of thermal expansion while dielectric properties can be maintained, such that the present invention is suitable for use in products such as copper clad laminate and printed circuit board.