9,10-dihydro-9-oxa-10-vinyl-10-phosphaphenanthrene-10-oxide

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 9,10-dihydro-9-oxa-10-vinyl-10-phosphaphenanthrene-10-oxide
• 英文别名: 6-Ethenylbenzo[c][2,1]benzoxaphosphinine 6-oxide；6-ethenylbenzo[c][2,1]benzoxaphosphinine 6-oxide
• 化学式: C₁₄H₁₁O₂P
• 分子量: 242.214
• InChiKey: KRMPXSOCACZSED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  9,10-dihydro-9-oxa-10-vinyl-10-phosphaphenanthrene-10-oxide 、 亚磷酸二甲酯 在 三甲基膦 作用下， 以 四氢呋喃 为溶剂， 反应 20.5h， 以91%的产率得到2-(9,10-dihydro-9-oxo-10-phosphaphenanthrene-10-oxide-10-yl)dimethyl ethylphosphonate
  参考文献：
  名称：

  A salt-free synthesis of 1,2-bisphosphorylethanes via an efficient PMe3-catalyzed addition of >P(O)H to vinylphosphoryl compounds

  摘要：

  A convenient and versatile method was developed for the preparation of 1,2-bisphosphorylethanes. Thus, in the presence of a catalytic amount of trimethylphosphine, a variety of >P(O)H compounds efficiently add to vinylphosphoryl compounds to produce the corresponding 1,2-bisphosphorylethanes in high yields. In most cases, the trimethylphosphine catalyst was simply removed under vacuum leaving spectroscopically pure adducts. The present method provided a halogen and metal-free clean process for the preparation of 1,2-bisphosphorylethanes. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2015.07.077
• 作为产物：
  描述：

  乙炔 、 9,10-二氢-9-氧杂-10-磷杂菲-10-氧化物 在 tetrakis(trimethylphosphine)nickel(0) 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以90%的产率得到9,10-dihydro-9-oxa-10-vinyl-10-phosphaphenanthrene-10-oxide
  参考文献：
  名称：

  アルケニルリン化合物、アルケニルリン化合物重合体、及びアルケニルリン化合物共重合体

  摘要：

  这是一个关于生产适用于作为难燃剂原料的具有耐高温不易着色特性的烯基磷化合物聚合体或烯基磷化合物共聚合体单体的制备方法。在含有镍金属催化剂的存在下，通过将9,10-二氢-9-氧-10-磷菲-10-氧化物（4）和炔烃化合物在含有醇类溶剂的体系中反应，制备烯基磷化合物的方法。【选定图】无

  公开号：

  JP2015110617A

文献信息

• 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。
• 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。
• Method for producing alkenyl phosphorus compound
  申请人：MARUZEN PETROCHEMICAL CO., LTD.

  公开号：US10479809B2

  公开（公告）日：2019-11-19

  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), R1 represents OR3 or R3, R2 represents OR4 or R4, and R3 and R4 represent, for example, each independently a substituted or unsubstituted alkyl group.] with a compound represented by the following formula (2): [In formula (2), R5 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), R1 and R2 have the same meaning as defined in formula (1), and R5 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.

  本发明提供了一种生产烯基磷化合物的方法，与传统方法相比，该方法即使使用较少量的催化剂也能高效生产烯基磷化合物，而且即使在较大的反应规模下也能保持催化活性以高产率生产烯基磷化合物，该方法还可用于使用传统的间歇反应器或连续反应器进行工业规模的定量合成。 一种生产烯基磷化合物的方法，包括 使下式（1）代表的化合物反应的步骤： 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。 与下式（2）所代表的化合物： 式（2）中，R5 代表氢原子或取代或未取代的烷基。 生成至少由以下任何式子（3a）或（3b）表示的磷烯基化合物： [在式 (3a) 和 (3b) 中，R1 和 R2 与式 (1) 所定义的含义相同，R5 与式 (2) 所定义的含义相同、］ 其中，使用过渡金属催化剂使式（1）代表的化合物与式（2）代表的化合物以及具有分子内 P-H 键的氧化磷化合物反应。
• The PMe3-catalyzed addition of enantiomerically pure (−)-MenthylO(Ph)P(O)H to electron-deficient alkenes: an efficient way for the preparation of P-stereogenic compounds
  作者：Yuta Saga、Yuka Mino、Shin-ichi Kawaguchi、Daoqing Han、Akiya Ogawa、Li-Biao Han

  DOI：10.1016/j.tetasy.2016.11.005

  日期：2017.1

  A variety of P-stereogenic organophosphorus compounds can be readily prepared by stereoretentive addition. The PMe3-catalyzed addition of optically active (-)MenthylO(Ph)P(O)H compounds to electron deficient alkenes occur stereospecifically, to produce the corresponding P-stereogenic adducts in high yields. By simply removing the volatiles under vacuum, spectroscopically pure products can be obtained. The present method provides a salt-free clean process for the preparation of P-chiral organophosphorus compounds. (C) 2016 Elsevier Ltd. All rights reserved,