[乙烯基(乙氧基)磷酰基]苯 | 7766-52-1

• 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: [乙烯基(乙氧基)磷酰基]苯
• 英文名称: ethyl phenylvinylphosphinate
• 英文别名: ethyl vinylphenylphosphinate；Phenyl-vinyl-phosphinsaeure-aethylester；Phenyl-vinyl-phosphinsaeure-ethylester；Vinyl-phenylphosphinsaeureaethylester；Aethylphenylvinylphosphinat；Ethyl-phenylvinylphosphinat；Ethyl ethenyl(phenyl)phosphinate；[ethenyl(ethoxy)phosphoryl]benzene
• CAS: 7766-52-1
• 化学式: C₁₀H₁₃O₂P
• 分子量: 196.186
• InChiKey: RDKITHCKBHTSIT-UHFFFAOYSA-N

物化性质

• 沸点：
  116-118 °C(Press: 1 Torr)
• 密度：
  1.1150 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [乙烯基(乙氧基)磷酰基]苯 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 为溶剂， 以20%的产率得到phenylvinylphosphine
  参考文献：
  名称：

  Access to unstabilized secondary vinylphosphines by chemoselective reduction of vinylphosphinates or by P-alkylation of the primary vinylphosphine

  摘要：

  DOI：

  10.1021/jo00041a043
• 作为产物：
  描述：

  苯膦酰二氯 在 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 生成 [乙烯基(乙氧基)磷酰基]苯
  参考文献：
  名称：

  Access to unstabilized secondary vinylphosphines by chemoselective reduction of vinylphosphinates or by P-alkylation of the primary vinylphosphine

  摘要：

  DOI：

  10.1021/jo00041a043

文献信息

• Synthesis, molecular structure and stereoisomerization of 2-phosphinyl and 2-phosphonylethyl diorganotin halides
  作者：H. Weichmann、C. Mügge、A. Grand、J.B. Robert

  DOI：10.1016/s0022-328x(00)83797-3

  日期：1982.11

  structure in solution for compounds V–IX. Upon varying the temperature, concentration or solvent in solutions of compounds V–IX a stereoisomerization is observed. On the basis of NMR 1H, 13C, 31P, 119Sn), IR and conductivity studies, it is suggested that this stereoisomerization involves a hexacoordinated transition state at the tin atom.

  R 2 Sn（X）（CH 2）2 P（O）PhR'（R = Me，t-Bu; Rt́ = OEt，t-Bu; X = Cl，Br）类型的功能取代的三有机锡卤化物V–IX具有通过卤素裂解相应的四有机锡化合物R 2 R 2 Sn（CH 2）2 P（O）PhR'（R 2 = Me或Ph），I–IV合成。Me 2 Sn（Br）（CH 2）2的固态结构通过X射线衍射测定的P（O）PhBu-t（IX）在锡原子上显示出扭曲的三角-双锥体结构，且分子内配位有PO基团。光谱数据与化合物V–IX的溶液中的这种结构一致。通过改变化合物V–IX溶液中的温度，浓度或溶剂，可以观察到立体异构化。基于NMR 1 H，13 C，31 P，119 Sn），IR和电导率研究，建议该立体异构化涉及锡原子处的六配位过渡态。
• Hydrophosphorylation of Alkynes Catalyzed by Palladium: Generality and Mechanism
  作者：Tieqiao Chen、Chang-Qiu Zhao、Li-Biao Han

  DOI：10.1021/jacs.8b00550

  日期：2018.2.28

  H-phosphonates disfavored the addition. For H-phosphinates and secondary phosphine oxides, Pd/dppe/Ph2P(O)OH was the catalyst of choice, which led to highly regioselective formation of the Markovnikov adducts. By using Pd(PPh3)4 as the catalyst, hypophosphinic acid added to terminal alkynes to give the corresponding Markovnikov adducts. Phosphinic acids, phosphonic acid, and its monoester were not applicable

  我们对钯催化的炔烃与 P(O)-H 化合物（即 H-膦酸盐、H-次膦酸盐、仲氧化膦和次膦酸）的一般性、范围、局限性和机理进行了全面研究）。对于 H-膦酸酯，Pd/dppp 是最好的催化剂。具有多种官能团的芳香族和脂肪族炔烃均适用于以高产率和高区域选择性生产马尔可夫尼科夫加合物。芳香族炔烃比脂肪族炔烃显示出更高的反应性。末端炔烃比内部炔烃反应更快。空间拥挤的 H-膦酸盐不喜欢添加。对于 H-次膦酸盐和仲氧化膦，Pd/dppe/Ph2P(O)OH 是首选催化剂，这导致马尔科夫尼科夫加合物的高度区域选择性形成。以Pd(PPh3)4为催化剂，将次膦酸加到末端炔烃上，得到相应的Markovnikov加合物。次膦酸、膦酸及其单酯不适用于这种钯催化的氢磷酸化。机理研究表明，(RO)2P(O)H 与末端炔烃反应，就像布朗斯台德酸一样，通过氢化钯反应选择性地生成 α-烯基钯中间体。另一方面，Ph(RO)P(O)H
• ORGANOPHOSPHORUS COMPOUND AND FLAME RETARDANT AGENT COMPRISING SAME, AND METHOD FOR PRODUCING ORGANOPHOSPHORUS COMPOUND
  申请人：Maruzen Petrochemical Co., Ltd.

  公开号：US20200270288A1

  公开（公告）日：2020-08-27

  An object is to provide a novel organophosphorus compound which can impart flame retardancy to an amorphous resin in a smaller addition amount without deteriorating heat resistance and transparency, and also can be applied to a wide range of resins, a flame retardant containing the same, and a method for producing an organophosphorus compound. An organophosphorus compound represented by the following general formula (1) (wherein R 1 and R 2 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, or an alkylaryl group having 7 to 15 carbon atoms, R 3 and R 4 are independently an alkyl group having 1 to 15 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, an alkylaryl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 15 carbon atoms, an aryloxy group having 6 to 12 carbon atoms, an aralkyloxy group having 7 to 15 carbon atoms, or an alkylaryloxy group having 7 to 15 carbon atoms, provided that R 3 and R 4 may be bound to each other to form a ring, and m and n are independently 1, 2, 3 or 4), a flame retardant containing the same, and a method for producing an organophosphorus compound.

  提供一种新型有机磷化合物，可以在较小的添加量下赋予无定形树脂阻燃性能，而不会降低耐热性和透明性，同时也可以应用于广泛范围的树脂中，包括含有相同化合物的阻燃剂，以及一种生产有机磷化合物的方法。所述有机磷化合物由以下通用式(1)表示（其中R1和R2分别为氢、具有1至15个碳原子的烷基基团、具有6至12个碳原子的芳基基团、具有7至15个碳原子的芳基烷基基团或具有7至15个碳原子的烷基芳基基团，R3和R4分别为具有1至15个碳原子的烷基基团、具有6至12个碳原子的芳基基团、具有7至15个碳原子的芳基烷基基团、具有7至15个碳原子的烷基芳基基团、具有1至15个碳原子的烷氧基、具有6至12个碳原子的芳氧基、具有7至15个碳原子的芳基烷氧基或具有7至15个碳原子的烷基芳氧基，其中R3和R4可以结合形成环，m和n分别为1、2、3或4），包含相同化合物的阻燃剂，以及一种生产有机磷化合物的方法。
• A practical synthesis of (+-)-phosphinothricine
  作者：Nobuto Minowa、Shunzo Fukatu、Taro Niida、Masao Takada、Kikumasa Sato

  DOI：10.1016/s0040-4039(00)81933-4

  日期：1983.1

  A practical synthesis of (±)-phosphinothricide from trimethyl phosphite is described.

  描述了由亚磷酸三甲酯实际合成（±）-膦硫杀螨醇。
• METHOD FOR PRODUCING ALKENYL PHOSPHORUS COMPOUND
  申请人：MARUZEN PETROCHEMICAL CO., LTD.

  公开号：US20190263847A1

  公开（公告）日：2019-08-29

  Provided is a method for producing an alkenyl phosphorus compound which can produce an alkenyl phosphorus compound efficiently even with a smaller amount of a catalyst used than that used conventionally, and further which can maintain catalytic activity to produce an alkenyl phosphorus compound in high yield even at a larger reaction scale, and which can also be applied to quantity synthesis at an industrial scale using a conventional batch reactor or continuous reactor. A method for producing an alkenyl phosphorus compound, comprising: a step of reacting a compound represented by the following formula (1): [In formula (1), R 1 represents OR 3 or R 3 , R 2 represents OR 4 or R 4 , and R 3 and R 4 represent, for example, each independently a substituted or unsubstituted alkyl group.] with a compound represented by the following formula (2): R 5 —C≡CH  (2) [In formula (2), R 5 represents, for example, a hydrogen atom, or a substituted or unsubstituted alkyl group.] to produce the phosphorus alkenyl compound presented by at least any of the following formulas (3a) or (3b): [In formulas (3a) and (3b), R 1 and R 2 have the same meaning as defined in formula (1), and R 5 has the same meaning as defined in formula (2).], In which the compound represented by formula (1) is reacted with the compound represented by formula (2) using a transition metal catalyst, and a phosphorus oxo acid compound having an intramolecular P—H bond.

  提供的是一种生产烯基磷化合物的方法，该方法即使使用的催化剂量比传统方法少，也能高效地生产烯基磷化合物，而且能够在更大的反应规模下保持催化活性，以高收率生产烯基磷化合物，并且还可以在传统的批量反应器或连续反应器中进行工业规模的量产合成。 生产烯基磷化合物的方法包括以下步骤： 将以下式（1）所表示的化合物与以下式（2）所表示的化合物反应： 式（1）中，R1代表OR3或R3，R2代表OR4或R4，R3和R4例如各自独立地代表取代或未取代的烷基基团。 式（2）中，R5例如代表氢原子，或代表取代或未取代的烷基基团。 从而产生至少以下任一式（3a）或（3b）所表示的磷烯烃化合物： 式（3a）和（3b）中，R1和R2的含义与式（1）中定义的相同，R5的含义与式（2）中定义的相同。 其中，使用过渡金属催化剂和具有分子内P-H键的磷氧酸化合物使式（1）所表示的化合物与式（2）所表示的化合物反应。