2-hydroxyethyl ethylphosphinate | 1224678-39-0

• 分子结构分类: 有机化合物 - 有机磷化合物
• 英文名称: 2-hydroxyethyl ethylphosphinate
• 英文别名: 2-hydroxyethyl ethylphosphonite
• CAS: 1224678-39-0
• 化学式: C₄H₁₁O₃P
• 分子量: 138.103
• InChiKey: SUVATJJZZUYSGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.49
• 重原子数：
  8.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-甲基丙烯醛 、 2-hydroxyethyl ethylphosphinate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以88%的产率得到2-hydroxyethyl ethyl-(2-methyl-2-formylethyl)phosphinate
  参考文献：
  名称：

  Method for producing dialkylphosphinic acids and esters and salts thereof by means of allyl alcohols-acroleins and use thereof

  摘要：

  该发明涉及一种生产单羧基功能化二烷基膦酸和酯及其盐的方法，其特征在于a) 在催化剂A的存在下，将膦酸源(I)与烯烃(IV)反应，得到烷基膦酸、盐或酯(II)，b) 将所得的烷基膦酸、盐或酯(II)与式(V)和/或(VI')的化合物反应，得到单官能化的二烷基膦酸衍生物(VI)和/或(VI')，在催化剂B的存在下，c) 将所得的单官能化的二烷基膦酸衍生物(VI)和/或(VI')在催化剂C的存在下反应，得到单羧基功能化的二烷基膦酸衍生物(III)，其中R1、R2、R3、R4、R5、R6、R7相同或不同且独立地代表H1 C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X和Y相同或不同且独立地代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化氮碱基，催化剂A和C由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物以及至少一种配体组成的催化剂系统形成，催化剂B由形成过氧化物和/或过氧化物化合物和/或偶氮化合物和/或碱金属和/或碱土金属、碱金属氢化物、碱土金属氢化物和/或碱金属醇酸盐和碱土金属醇酸盐的化合物形成。

  公开号：

  US09139714B2
• 作为产物：
  描述：

  环氧乙烷 、 次磷酸乙酯 反应 1.0h， 以94%的产率得到2-hydroxyethyl ethylphosphinate
  参考文献：
  名称：

  Method for producing dialkylphosphinic acids and esters and salts thereof by means of allyl alcohols-acroleins and use thereof

  摘要：

  该发明涉及一种生产单羧基功能化二烷基膦酸和酯及其盐的方法，其特征在于a) 在催化剂A的存在下，将膦酸源(I)与烯烃(IV)反应，得到烷基膦酸、盐或酯(II)，b) 将所得的烷基膦酸、盐或酯(II)与式(V)和/或(VI')的化合物反应，得到单官能化的二烷基膦酸衍生物(VI)和/或(VI')，在催化剂B的存在下，c) 将所得的单官能化的二烷基膦酸衍生物(VI)和/或(VI')在催化剂C的存在下反应，得到单羧基功能化的二烷基膦酸衍生物(III)，其中R1、R2、R3、R4、R5、R6、R7相同或不同且独立地代表H1 C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X和Y相同或不同且独立地代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化氮碱基，催化剂A和C由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物以及至少一种配体组成的催化剂系统形成，催化剂B由形成过氧化物和/或过氧化物化合物和/或偶氮化合物和/或碱金属和/或碱土金属、碱金属氢化物、碱土金属氢化物和/或碱金属醇酸盐和碱土金属醇酸盐的化合物形成。

  公开号：

  US09139714B2

文献信息

• Process for preparing mono-carboxy-functionalized dialkylphosphinic acids, esters and salts by means of alkylene oxides and use thereof
  申请人：Hill Michael

  公开号：US09085734B2

  公开（公告）日：2015-07-21

  A process for preparing mono-carboxy-functionalized dialkylphosphinic acids, dialkylphosphinic esters and dialkylphosphinic salts by means of alkylene oxides, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to form an alkylphosphonous acid, its salt or ester (II), b) the resultant alkylphosphonous acid, its salt or ester (II) is reacted with alkylene oxides of the formula (V) in the presence of a catalyst B, to give a mono-functionalized dialkylphosphinic acid derivative (VI), and c) the resultant mono-functionalized dialkylphosphinic acid derivative (VI) is reacted in the presence of a catalyst C to give the mono-carboxy-functionalized dialkylphosphinic acid derivative (III), and the catalysts A and C are transition metals and/or transition-metal compounds and/or catalyst systems which are composed of a transition metal and/or a transition-metal compound and at least one ligand, and the catalyst B is a Lewis acid.

  通过烯烃（IV）与磷酸源（I）在催化剂A存在下反应形成烷基膦酸、其盐或酯（II），b) 在催化剂B存在下，将所得的烷基膦酸、其盐或酯（II）与式（V）的烯烃氧化物反应，得到单官能化的二烷基膦酸衍生物（VI），c) 在催化剂C存在下，将所得的单官能化的二烷基膦酸衍生物（VI）反应，得到单羧基官能化的二烷基膦酸衍生物（III），其中催化剂A和C为过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物以及至少一种配体组成的催化剂体系，催化剂B为路易斯酸。
• Method for producing dialkylphosphinic acids and esters and salts thereof by means of acrylic acid derivatives and use thereof
  申请人：Hill Michael

  公开号：US08664418B2

  公开（公告）日：2014-03-04

  The invention relates to a method for producing mono-carboxyfunctionalized dialkylphosphinic acids and esters and salts thereof, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) to yield an alkylphosphonic acid, salt or ester (II) thereof in the presence of a catalyst A, b) the alkylphosphonic acid thus obtained, salt or ester (II) thereof is reacted with an α,β-unsaturated carboxylic acid derivative (V) to yield a mono-carboxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst B, wherein R1, R2, R3, R4, R5, R6, R7 are the same or different and stand independently of each other, among other things, for H, C1-C18 alkyl, C6-C18 aryl, C6-C18 aralkyl, C6-C18 alkylaryl, and X and Y are the same or different and stand independently of each other for H, C1-C18 alkyl, C6-C18 aryl, C6-C18 aralkyl, C6-C18 alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonized nitrogen base, and the catalyst A is formed by transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand, and catalyst B is formed by compounds forming peroxides and/or peroxo compounds and/or azo compounds and/or alkali metals and/or alkaline earth metals, alkali hydrides, alkaline earth hydrides and/or alkali alcoholates and alkaline earth alcoholates.

  该发明涉及一种生产单羧基功能化二烷基膦酸和酯及其盐的方法，其特征在于a) 磷酸源(I)与烯烃(IV)在催化剂A的存在下反应，得到烷基膦酸、盐或酯(II)，b) 得到的烷基膦酸、盐或酯(II)与α，β-不饱和羧酸衍生物(V)在催化剂B的存在下反应，得到单羧基功能化的二烷基膦酸衍生物(III)，其中R1、R2、R3、R4、R5、R6、R7相同或不同且独立地代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基等，X和Y相同或不同且独立地代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化氮碱基，催化剂A由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物以及至少一个配体组成的催化剂系统形成，催化剂B由形成过氧化物和/或过氧化物化合物和/或偶氮化合物和/或碱金属和/或碱土金属、碱金属氢化物、碱土金属氢化物和/或碱金属醇酸盐和碱土金属醇酸盐的化合物形成。
• Method for producing mono-hydroxy-functionalized dialkylphosphinic acids, esters and salts using a vinyl ester of a carobxylic acid and the use thereof
  申请人：Hill Michael

  公开号：US09068119B2

  公开（公告）日：2015-06-30

  A method for producing mono-hydroxy-functionalized dialkylphosphinic acids, esters and salts. The method is includes: a) reacting a phosphinic acid source (I) with olefins (IV) in the presence of a catalyst A to give an alkylphosphonous acid, the salt or the ester (II) thereof, b) reacting the alkylphosphonous acid so obtained, the salt or the ester (II) thereof with a vinyl ester of a carboxylic acid of formula (V) in the presence of a catalyst B to give a mono-functionalized dialkylphosphinic acid derivative (VI) and c) reacting the mono-functionalized dialkylphosphinic acid derivative (VI) so obtained in the presence of a catalyst C to give a mono-hydroxy-functionalized dialkylphosphinic acid derivative (III), the catalyst A is a transition metal, a transition metal compound or a catalyst system including a transition metal, or a transition metal compound and at least one ligand, and the catalyst B is a peroxide-forming compound and/or a peroxo compound or an azo compound, and the catalyst C is an acid or a base.

  一种生产单羟基功能化二烷基膦酸、酯和盐的方法。该方法包括：a) 在催化剂A的存在下，将膦酸源(I)与烯烃(IV)反应，得到烷基膦酸、其盐或酯(II)，b) 在催化剂B的存在下，将所得的烷基膦酸、其盐或酯(II)与具有化学式(V)的羧酸乙烯酯反应，得到单功能化的二烷基膦酸衍生物(VI)，c) 在催化剂C的存在下，将所得的单功能化的二烷基膦酸衍生物(VI)反应，得到单羟基功能化的二烷基膦酸衍生物(III)，催化剂A是过渡金属、过渡金属化合物或包括过渡金属、过渡金属化合物和至少一种配体的催化剂体系，催化剂B是生成过氧化物的化合物和/或过氧化物或偶氮化合物，催化剂C是酸或碱。
• Method for the production of alkylphosphonic acids, esters, and salts by oxidizing alkylphosphonous acids, and use thereof
  申请人：Hill Michael

  公开号：US09018413B2

  公开（公告）日：2015-04-28

  The invention relates to a method for producing monocarboxy-functionalized dialkylphosphinic acids, esters, and salts, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to obtain an alkylphosphonous acid, the salt or ester (II) thereof, and b) the obtained alkylphosphonous acid, the salt or ester (II) thereof is reacted with an oxidizing agent or with an oxidizing agent and water or with oxygen and water in the presence of a catalyst B to obtain the alkylphosphonic acid derivative (III), wherein R1, R2, R3, R4 are identical or different from each other and independently represent, inter alia, H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, C6-C18-alkylaryl, X and Y are identical or different from each other and independently represent H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, C6-C18-alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonated nitrogenous base, and catalysts A and B are transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand.

  该发明涉及一种生产单羧基功能化二烷基膦酸、酯和盐的方法，其特征在于a)在催化剂A的存在下，将膦酸源(I)与烯烃(IV)反应，得到一种烷基膦酸、其盐或酯(II)，b)将所得的烷基膦酸、其盐或酯(II)与氧化剂或与氧化剂和水或与氧气和水在催化剂B的存在下反应，得到烷基膦酸衍生物(III)，其中R1、R2、R3、R4相同或不同，独立表示H、C1-C18-烷基、C6-C18-芳基、C6-C18-芳基烷基、C6-C18-烷基芳基，X和Y相同或不同，独立表示H、C1-C18-烷基、C6-C18-芳基、C6-C18-芳基烷基、C6-C18-烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化的氮碱基，催化剂A和B是过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物与至少一种配体组成的催化体系。
• Process for preparing mono-allyl-functionalized dialkylphosphinic acids, salts and esters thereof with allylic compounds, and the use thereof
  申请人：Hill Michael

  公开号：US08772519B2

  公开（公告）日：2014-07-08

  The invention relates to a process for preparing mono-allyl-functionalized dialkylphosphinic acids, esters and salts with allylic compounds, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to give an alkylphosphonous acid, or salt or ester thereof (II), b) the alkylphosphonous acid, or salt or ester thereof (II) thus formed is reacted with allylic compounds of the formula (V) in the presence of a catalyst B and of a base to give a mono-allyl-functionalized dialkylphosphinic acid derivative (III), where R1, R2, R3, R4, R5, R6, R7, R8, R9 are the same or different and are each independently, inter alia, H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, C6-C18-alkylaryl, and X is H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, C6-C18-alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonated nitrogen base, and the catalysts A and B are transition metals and/or transition metal compounds and/or catalyst systems which are composed of a transition metal and/or a transition metal compound and at least one ligand.

  该发明涉及一种制备单烯基功能化二烷基膦酸、酯和盐的过程，其中利用烯基化合物与膦酸源(I)在催化剂A的存在下反应，得到烷基膦酸、盐或酯(II)，然后将得到的烷基膦酸、盐或酯(II)与化合物(V)在催化剂B和碱的存在下反应，得到单烯基功能化的二烷基膦酸衍生物(III)。其中R1、R2、R3、R4、R5、R6、R7、R8、R9可以相同也可以不同，分别独立地为H、C1-C18-烷基、C6-C18-芳基、C6-C18-芳基烷基、C6-C18-烷基芳基，X为H、C1-C18-烷基、C6-C18-芳基、C6-C18-芳基烷基、C6-C18-烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化的氮碱基。而催化剂A和B为过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物以及至少一种配体组成的催化剂系统。