methyl bis(4-chlorophenyl)phosphinate | 21713-62-2

• 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: methyl bis(4-chlorophenyl)phosphinate
• 英文别名: methyl di(p-chlorophenyl)phosphinate；Di(-4-chlorphenyl)-phosphinsaeure-methylester；1-Chloro-4-[(4-chlorophenyl)-methoxyphosphoryl]benzene
• CAS: 21713-62-2
• 化学式: C₁₃H₁₁Cl₂O₂P
• 分子量: 301.109
• InChiKey: FLUOBCPTNLFMJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Di-4-chlorphenyl-phosphinsaeure-chlorid 在 sodium azide 作用下， 以 乙腈 为溶剂， 反应 19.0h， 生成 methyl bis(4-chlorophenyl)phosphinate
  参考文献：
  名称：

  二芳基次膦叠氮化物：光化学反应，包括在甲醇中的重排

  摘要：

  DOI：

  10.1016/0040-4020(82)80240-8

文献信息

• Electrophilic Fluorination of Secondary Phosphine Oxides and Its Application to P–O Bond Construction
  作者：Qian Chen、Jiekun Zeng、Xinxing Yan、Yulin Huang、Chunxiao Wen、Xingguo Liu、Kun Zhang

  DOI：10.1021/acs.joc.6b01932

  日期：2016.10.21

  A novel and efficient electrophilic fluorination of secondary phosphine oxides with Selectfluor has been achieved. This transformation provides direct access to phosphoric fluorides in up to 92% yield under mild conditions. In addition, P–O bond construction via a one-pot coupling process of secondary phosphine oxides with water or alcohols in the presence of Selectfluor leads to the formation of phosphinic

  已经实现了使用Selectfluor对仲膦氧化物进行新型，高效的亲电氟化。在温和条件下，这种转变可直接获得高达92％的氟化磷。此外，在Selectfluor的存在下，通过次膦氧化物与水或醇的一锅偶联过程进行的P–O键结构可导致次膦酸或次膦酸酯的形成，产率高达96％。
• A phosphoryl radical-initiated Atherton–Todd-type reaction under open air
  作者：Yingcong Ou、Yuanting Huang、Zhenlin He、Guodian Yu、Yanping Huo、Xianwei Li、Yang Gao、Qian Chen

  DOI：10.1039/c9cc09407e

  日期：——

  A phosphoryl radical-initiated Atherton-Todd-type reaction using air as the radical initiator and CHCl3 as the halogenating reagent for the phosphorylation of alcohols, phenols, and amines has been developed. This novel transformation provides a highly efficient route to important phosphinates, phosphinic amides, and phosphoramidates in up to 99% yield with a broad substrate scope under very mild conditions

  已经开发了使用空气作为自由基引发剂并且使用CHCl3作为卤化试剂来进行醇，酚和胺的磷酸化的磷酰基自由基引发的Atherton-Todd型反应。这种新颖的转化为高效的重要次膦酸酯，次膦酰胺和氨基磷酸酯提供了一条高效途径，在非常温和的条件下（48个实例），底物范围广，产率高达99％。
• Electrochemical Dehydrogenative Phosphorylation of Alcohols for the Synthesis of Organophosphinates
  作者：Lingling Deng、Yang Wang、Haibo Mei、Yi Pan、Jianlin Han

  DOI：10.1021/acs.joc.8b02882

  日期：2019.1.18

  An eco-friendly and efficient method for the synthesis of organophosphinates via an electrochemical cross-dehydrogenative-coupling reaction between alcohols and secondary phosphine oxides has been developed. This electrochemical reaction was conducted at room temperature without the addition of any oxidant, metal catalyst, or additive, which provides a new strategy for the synthesis of organophosphinates

  已经开发了一种通过醇与仲氧化膦之间的电化学交叉脱氢偶联反应合成有机次膦酸酯的环保，高效的方法。该电化学反应在室温下进行，无需添加任何氧化剂，金属催化剂或添加剂，这为有机次膦酸酯的合成提供了新的策略。
• Phosphinoyl radical-initiated vicinal hydroxy-phosphorylation of alkenes
  作者：Adedamola Shoberu、Shuai-Shuai Li、Guo-Yu Zhang、Da-Peng Li、Jian-Ping Zou

  DOI：10.1016/j.tet.2019.130683

  日期：2019.11

  A protocol of Mn(OAc)(3)-mediated alpha,beta-hydroxy-phosphorylation of alkenes with phosphorus-centered radicals generated from diphenylphosphine oxide is described. A combination of steric and electronic factors played an important role in this reaction. The reactions of styrenes bearing ortho-substituent gave the selective beta-hydroxyphosphine oxide products. (C) 2019 Published by Elsevier Ltd.
• Mechanism of nucleophilic displacement at phosphorus in the alkaline hydrolysis of phosphinate esters
  作者：Robert D. Cook、C. E. Diebert、Wolfgang. Schwarz、Patricia C. Turley、Paul. Haake

  DOI：10.1021/ja00805a023

  日期：1973.11