P-phenyl-P-2,4,6-trimethylphenylphosphinic acid | 142087-69-2

• 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: P-phenyl-P-2,4,6-trimethylphenylphosphinic acid
• 英文别名: (phenyl)(2,4,6-trimethylphenyl)phosphinic acid；mesityl(phenyl)phosphinic acid；Phenyl(2,4,6-trimethylphenyl)phosphinic acid；phenyl-(2,4,6-trimethylphenyl)phosphinic acid
• CAS: 142087-69-2
• 化学式: C₁₅H₁₇O₂P
• 分子量: 260.273
• InChiKey: JQDWJUPAOJYKCF-UHFFFAOYSA-N

物化性质

• 沸点：
  473.1±45.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  P-phenyl-P-2,4,6-trimethylphenylphosphinic acid 在 氯化亚砜 、 氨 作用下， 生成 P-phenyl-P-(2,4,6-trimethylphenyl)phosphinamide
  参考文献：
  名称：

  Hamor, Thomas A.; Jennings, W. Brian; Lovely, Carl J., Journal of the Chemical Society. Perkin transactions II, 1992, # 2, p. 843 - 849

  摘要：

  DOI：
• 作为产物：
  描述：

  (diethylamino)phenylchlorophosphine 在 盐酸 、 双氧水 、 magnesium 、 1,2-二溴乙烷 作用下， 以 丙酮 为溶剂， 反应 156.0h， 生成 P-phenyl-P-2,4,6-trimethylphenylphosphinic acid
  参考文献：
  名称：

  Hamor, Thomas A.; Jennings, W. Brian; Lovely, Carl J., Journal of the Chemical Society. Perkin transactions II, 1992, # 2, p. 843 - 849

  摘要：

  DOI：

文献信息

• Rhodium-Catalyzed Oxidative C-H Activation/Cyclization for the Synthesis of Phosphaisocoumarins and Phosphorous 2-Pyrones
  作者：Youngchul Park、Jungmin Seo、Sangjune Park、Eun Jeong Yoo、Phil Ho Lee

  DOI：10.1002/chem.201302652

  日期：2013.11.25

  Rhodium‐catalyzed cyclization of phosphinic acids and phosphonic monoesters with alkynes has been developed. The oxidative annulation proceeds with complete conversion of phosphinic acid derivatives and allowed the atom‐economic preparation of useful phosphaisocoumarins with high yield and selectivity. The reaction is tolerant of extensive substitution on the phosphinic acid, phosphonic monoester and alkyne, including

  已经开发了炔烃对次膦酸和膦酸单酯进行铑催化的环化反应。氧化环化反应可进行次膦酸衍生物的完全转化，从而可以经济高效地制备有用的磷化异香豆素，并实现了原子经济的制备。该反应耐受在次膦酸，膦酸单酯和炔烃上的广泛取代，包括卤化物，酮和羟基作为取代基。此外，我们发现烯基膦酸单酯通过与炔烃的氧化环化作用继续生成各种磷2-吡喃酮。机理研究表明，CH键金属化是限速步骤。
• Ruthenium-Catalyzed C–H Activation/Cyclization for the Synthesis of Phosphaisocoumarins
  作者：Youngchul Park、Incheol Jeon、Seohyun Shin、Jiae Min、Phil Ho Lee

  DOI：10.1021/jo401608v

  日期：2013.10.18

  ruthenium-catalyzed oxidative cyclization of phosphonic acid monoesters or phosphinic acids with alkynes has been developed for the synthesis of a wide range of phosphaisocoumarins in good to excellent yields under aerobic conditions. A multitude of arylphosphonic acid monoesters and arylphosphinic acids having electron-donating and -withdrawing groups were oxidatively cyclized. Various diarylacetylenes

  已经开发了有效且经济的钌催化的炔烃膦酸单酯或次膦酸的氧化环化反应，用于在好氧条件下以良好或优异的收率合成多种磷酸香豆香豆素。具有给电子和吸电子基团的多种芳基膦酸单酯和芳基次膦酸被氧化环化。各种二芳基乙炔，二烷基乙炔和烷基芳基乙炔有效地经历了钌催化的氧化环化反应。将具有苯甲酸以及苯基膦酸单酯部分的底物用hex-3-yne平滑地环化，得到具有异香豆素和磷异香豆素部分的化合物。烯基膦酸单酯通过与炔烃的氧化环化作用得到2-吡喃酮磷。对甲氧基和对氯基团给出的结果表明，目前的氧化环化反应不受炔烃电子效应的影响。机理研究表明，CH键的金属化是限速步骤。
• NOVEL PHOSPHININE OXIDE DERIVATIVE AND PREPARATION METHOD THEREOF
  申请人：KNU-INDUSTRY COOPERATION FOUNDATION

  公开号：US20150344506A1

  公开（公告）日：2015-12-03

  Provided are a novel phosphinine oxide derivative and a preparation method thereof, and more specifically, the phosphinine oxide derivative includes an oxaphosphinine oxide derivative and an azaphosphinine oxide derivative. The phosphinine oxide derivative according to the present invention may have a pharmacological activity and a physiological activity, and may be used as a basic framework of a natural product and may be used for development of new drug and synthesis of various medical supplies. In addition, according to the preparation method of the phosphinine oxide derivative according to the present invention, various phosphinine oxide derivatives with a high yield may be prepared by a simple synthesis process using an intramolecular annulation between a phosphinic derivative and an alkyne derivative in the presence of a rhodium (Rh) catalyst or a ruthenium (Ru) catalyst and an oxidant.

  提供了一种新型的膦氧衍生物及其制备方法，更具体地说，该膦氧衍生物包括氧代膦环氧衍生物和氮代膦环氧衍生物。根据本发明的膦氧衍生物可能具有药理活性和生理活性，并可用作天然产物的基本框架，可用于新药的开发和各种医疗用品的合成。此外，根据本发明的膦氧衍生物的制备方法，可以通过在铑（Rh）催化剂或钌（Ru）催化剂和氧化剂存在下使用磷酸衍生物和炔烃衍生物之间的分子内环化的简单合成过程来制备各种收率高的膦氧衍生物。
• Palladium-Catalyzed C(sp² and sp³)–H Activation/C–O Bond Formation: Synthesis of Benzoxaphosphole 1- and 2-Oxides
  作者：Dahan Eom、Yeonseok Jeong、Yea Rin Kim、Euichul Lee、Wonseok Choi、Phil Ho Lee

  DOI：10.1021/ol402736v

  日期：2013.10.18

  An efficient synthetic method of benzoxaphosphole 1- and 2-oxides is reported from phosphonic and phosphinic acids without prefunctionalization through a Pd-catalyzed C(sp2 and sp3)–H activation/C–O bond formation under aerobic conditions.

  据报道，在有氧条件下，膦酸和次膦酸可通过Pd催化的C（sp 2和sp 3）-H活化/ C-O键形成而没有进行预官能化的方法，对苯并氧杂膦1-和2-氧化物进行有效合成。
• NOVEL CYCLIC PHOSPHINATE DERIVATIVES AND METHOD OF PREPARING THE SAME
  申请人：KNU-INDUSTRY COOPERATION FOUNDATION

  公开号：US20150315219A1

  公开（公告）日：2015-11-05

  Provided are novel cyclic phosphinate derivatives and a method of preparing the same, and more particularly, cyclic phosphinate derivatives including benzoxaphosphole oxide derivatives and benzoxaphosphorin oxide derivatives, and a method of preparing the same. The cyclic phosphinate derivative according to the present invention may have pharmacological and physiological activities, be used as the basic skeleton of the natural material, and be used in development of a new drug, and synthesis of various medicines. In addition, with the method of preparing a cyclic phosphinate derivative according to the present invention, various cyclic phosphinate derivatives may be prepared with high yield through a simple synthetic process by performing an intramolecular carbon-oxygen coupling reaction on the phosphinic acid derivative in the presence of a palladium (Pd) catalyst, an oxidant, and a base.

  提供了一种新颖的环磷酸酯衍生物及其制备方法，更具体地说，包括苯并氧磷杂环氧化物衍生物和苯并氧磷杂环氧化物衍生物的环磷酸酯衍生物，以及其制备方法。根据本发明的环磷酸酯衍生物可能具有药理和生理活性，可用作天然材料的基本骨架，并用于新药的开发和各种药物的合成。此外，根据本发明的环磷酸酯衍生物的制备方法，通过在钯（Pd）催化剂、氧化剂和碱存在下对磷酸酯衍生物进行分子内碳氧偶联反应，可以通过简单的合成过程高产率地制备各种环磷酸酯衍生物。