2-(ethylhydroxyphosphinyl)-1-hydroxyethane

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(ethylhydroxyphosphinyl)-1-hydroxyethane
• 英文别名: ethyl(2-hydroxyethyl)-phosphinic acid；ethyl(2-hydroxyethyl)phosphinic acid；2-hydroxyethyl ethylphosphonite
• 化学式: C₄H₁₁O₃P
• 分子量: 138.103
• InChiKey: LYROLNLGIBFNOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(ethylhydroxyphosphinyl)-1-hydroxyethane 在 双氧水 作用下， 以 水 为溶剂， 以92%的产率得到2-(ethyl(hydroxy)phosphinyl)acetic acid
  参考文献：
  名称：

  Process for preparing mono-carboxy-functionalized dialkylphosphinic acids, esters and salts by means of alkylene oxides and use thereof

  摘要：

  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。

  公开号：

  US09085734B2
• 作为产物：
  描述：

  butyl ethyl(2-butanoyloxyethyl)phosphinate 在 水 、 sodium hydroxide 、 硫酸 作用下， 以 正丁醇 、 水 为溶剂， 反应 6.0h， 以98%的产率得到2-(ethylhydroxyphosphinyl)-1-hydroxyethane
  参考文献：
  名称：

  Method for producing mono-hydroxy-functionalized dialkylphosphinic acids, esters and salts using a vinyl ester of a carobxylic acid and the use thereof

  摘要：

  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。

  公开号：

  US09068119B2

文献信息

• Method for the production of monohydroxy-functionalized dialkylphosphinic acids, esters, and salts using ethylene oxide, and use thereof
  申请人：Hill Michael

  公开号：US08987490B2

  公开（公告）日：2015-03-24

  A method for producing monohydroxy-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, b) the obtained alkylphosphonous acid, the salt or ester (II) thereof is reacted with alkylene oxides of formula (V) in the presence of a catalyst B to obtain a monofunctionalized dialkylphosphinic acid derivative (III), catalyst A represents 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 a Lewis acid.

  一种生产单羟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，以获得烷基膦酸、其盐或酯(II)，b) 在催化剂B的存在下，将获得的烷基膦酸、其盐或酯(II)与化学式(V)的烷基氧化物反应，以获得单功能化的二烷基膦酸衍生物(III)，催化剂A代表过渡金属和/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，而催化剂B是一种路易斯酸。
• Method for producing mono-carboxy-functionalized dialkylphosphinic acids, esters and salts using a vinyl ether and the use thereof
  申请人：Hill Michael

  公开号：US08987489B2

  公开（公告）日：2015-03-24

  A method for producing mono-carboxy-functionalized dialkylphosphinic acids, esters and salts using a vinyl ether. The method is characterized by the following steps: 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 ether of formula (V) in the presence of a catalyst B to give a mono-functionalized dialkylphosphinic acid derivative (VI) and c) reacting this derivative (VI) with an oxidant or in the presence of a catalyst C to give a mono-carboxy-functionalized dialkylphosphinic acid derivative (III), wherein the catalysts A and C are transition metals and/or transition metal compounds, and the catalyst B is a peroxide-forming compound and/or a peroxo compound and/or an azo compound.

  使用乙烯醚生产单羧基功能化二烷基膦酸、酯和盐的方法。该方法的特征在于以下步骤：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) 将所得的烷基膦酸、其盐或酯(II)与式(V)的乙烯醚在催化剂B的存在下反应，得到单功能化的二烷基膦酸衍生物(VI)，c) 将该衍生物(VI)与氧化剂或在催化剂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)，其中催化剂A和C为过渡金属和/或过渡金属化合物，催化剂B为生成过氧化物的化合物和/或过氧化物和/或偶氮化合物。
• Method for the Production of Monohydroxy-Functionalized Dialkylphosphinic Acids, Esters, and Salts Using Ethylene Oxide, and Use Thereof
  申请人：Hill Michael

  公开号：US20110281983A1

  公开（公告）日：2011-11-17

  The invention relates to a method for producing monohydroxy-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, b) the, obtained alkylphosphonous acid, the salt or ester (II) thereof is reacted with alkylene oxides of formula (V) in the presence of a catalyst B to obtain a monofunctionalized dialkylphosphinic acid derivative (III), wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 are identical or different from each other and independently represent, inter alia, H, C 1 -C 18 -alkyl, C 6 -C 18 -aryl, C 6 -C 18 -aralkyl, C 6 -C 18 -alkylaryl, and X represents H, C 1 -C 18 -alkyl, C 6 -C 18 -aryl, C 6 -C 18 -aralkyl, C 6 -C 18 -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, catalyst A represents 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 a Lewis acid.

  本发明涉及一种生产单羟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）与式（V）的烷基氧化物反应，得到单功能化的二烷基膦酸衍生物（III），其中R1、R2、R3、R4、R5、R6、R7、R8相同或不同，独立地表示H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X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/或质子化氮碱基，催化剂A表示过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系，催化剂B是一种路易斯酸。
• 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：US20110237722A1

  公开（公告）日：2011-09-29

  The invention relates to a method for producing mono-hydroxy-functionalized dialkylphosphinic acids, esters and salts. The method is characterized by the following steps: 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), wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 are the same or different and independently of each other inter alia represent H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl and X represents H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl C 6 -C 18 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 catalyst A is a transition metal and/or a transition metal compound and/or a catalyst system which is composed of a transition metal and/or a transition metal compound and at least one ligand, and the catalyst B is a peroxide-forming compound and/or a peroxo compound and/or an azo compound, and the catalyst C is an acid or a base.

  该发明涉及一种制备单羟基功能化二烷基膦酸、酯和盐的方法。该方法包括以下步骤：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、盐或其酯（II），b）在催化剂B的存在下，将所得的烷基膦酸、盐或其酯（II）与式（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）。其中，R1、R2、R3、R4、R5、R6、R7可以相同也可以不同，独立地表示H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X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/或质子化氮碱，催化剂A是过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系，催化剂B是过氧化物形成化合物和/或过氧化物和/或偶氮化合物，催化剂C是酸或碱。
• Method for Producing Mono-Carboxy-Functionalized Dialkylphosphinic Acids, Esters and Salts Using a Vinyl Ester of a Carboxylic Acid and the Use Thereof
  申请人：Hill Michael

  公开号：US20110237721A1

  公开（公告）日：2011-09-29

  The invention relates to a method for producing mono-carboxy-functionalized dialkyiphosphinic acids, esters and salts using a vinyl ester of a carboxylic acid. The method is characterized by the following steps: a) reacting a phosphinic acid source (I) with olefins (IV) in the presence of a catalyst A to give an alkylphosphinic acid, the salt or the ester (II) thereof, b) reacting the alkylphosphinic 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 dialkyiphosphinic acid derivative (VI) so obtained in the presence of a catalyst C to give a mono-functionalized dialkylphosphinic acid derivative (VII) and d) reacting the mono-functionalized dialkyiphosphinic acid derivative (VII); with an oxidant or in the presence of a catalyst D to give a mono-carboxy-functionalized dialkylphosphinic acid derivative (III), wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are the same or different and independently of each other inter alia represent H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl and X and Y are the same or different and independently of each other represent H, C 1 -C 18 alkyl, C 8 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 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 D 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 peroxide-forming compound and/or a peroxo compound and/or an azo compound, and the catalyst C is an acid or a base.

  本发明涉及一种使用羧酸乙烯酯制备单羧基功能化二烷基膦酸、酯和盐的方法。该方法的特点在于以下步骤：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，得到单功能化的二烷基膦酸衍生物（VII），d）在氧化剂的存在下或在催化剂D的存在下，将所得的单功能化的二烷基膦酸衍生物（VII）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相同或不同，独立地表示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，独立地表示H、C1-C18烷基、C8-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，催化剂A和D是过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系，催化剂B是过氧化物形成化合物和/或过氧化物和/或偶氮化合物，催化剂C是酸或碱。