butyl ethyl-(2-formylethyl)phosphinate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: butyl ethyl-(2-formylethyl)phosphinate
• 英文别名: Butyl ethyl(2-formylethyl)phosphinate；3-[butoxy(ethyl)phosphoryl]propanal
• 化学式: C₉H₁₉O₃P
• 分子量: 206.222
• InChiKey: NSDUFZCXXGFSKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  butyl ethyl-(2-formylethyl)phosphinate 在 Jones reagent 、 potassium titanyloxalate 、 水 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 10.5h， 生成 2-hydroxyethyl 3-(ethyl-2-hydroxyethoxyphosphinyl)propionate
  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：

  butoxy-ethyl-oxophosphanium 、 丙烯醛 在 sodium butanolate 作用下， 以 正丁醇 为溶剂， 以89%的产率得到butyl ethyl-(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

文献信息

• Method for Producing Dialkylphosphinic Acids and Esters and Salts Thereof by Means of Allyl Alcohols-Acroleins and use Thereof
  申请人：Hill Michael

  公开号：US20110201732A1

  公开（公告）日：2011-08-18

  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 thus obtained alkyl phosphonic acid, salt, salt or ester (II) thereof is reacted with compounds of formula (V) and/or (VI′) to yield mono-functionalized dialkylphosphinic acid derivatives (VI) and/or (VI′) in the presence of a catalyst B, and c) the thus obtained mono-functionalized dialkylphosphinic acid derivatives (VI) and/or (VI′) are reacted to yield a mono-carboxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst C, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 are the same or different and stand independently of each other, among other things, for H 1 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 stand independently of each other for 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 protonized nitrogen base, and the catalysts A and C are 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.

  本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、盐或其酯（II）；b）在催化剂B的存在下，将所得到的烷基膦酸、盐或其酯（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'）；c）在催化剂C的存在下，将所得到的单官能化的二烷基膦酸衍生物（VI）和/或（VI'）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，独立地代表H1C1-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，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/或质子化的氮碱基；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/或过渡金属化合物和至少一种配体组成；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/或碱金属醇盐和碱土金属醇盐的化合物组成。
• Method for Producing Mono-Hydroxyfunctionalized Dialkyphosphinic Acids and Esters and Salts Thereof and Use Thereof
  申请人：Hill Michael

  公开号：US20110213062A1

  公开（公告）日：2011-09-01

  The invention relates to a method for producing mono-hydroxyfunctionalized 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 thus obtained alkylphosphonic acid, salt or ester (II) thereof is reacted with acetylenic compounds of formula (V) to yield a mono-functionalized dialkylphosphinic acid derivative (VI) in the presence of a catalyst B, and c) the thus obtained mono-functionalized dialkylphosphinic acid derivative (VI) is reacted with carbon monoxide to yield a mono-functionalized dialkylphosphinic acid derivative (VII) in the presence of a catalyst C, and d) the thus obtained mono-functionalized dialkylphosphinic acid derivative (VII); is reacted to yield a mono-hydroxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst D, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are the same or different and stand independently of each other, among other things, for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl and X stands for 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 protonized nitrogen base, and the catalysts A, B, C and D are 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.

  本发明涉及一种制备单羟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）将得到的烷基膦酸盐或酯（II）在催化剂B的存在下与式（V）的乙炔化合物反应，得到单功能化的二烷基膦酸衍生物（VI），c）将得到的单功能化的二烷基膦酸衍生物（VI）在催化剂C的存在下与一氧化碳反应，得到单功能化的二烷基膦酸衍生物（VII），d）在催化剂D的存在下，将得到的单功能化的二烷基膦酸衍生物（VII）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相同或不同，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，X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/或质子化的氮碱基，催化剂A、B、C和D由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成。
• Method for Producing Mono-Hydroxyfunctionalized Dialkylphosphinic Acids and Esters and Salts Thereof By Means of Acroleins and Use Thereof
  申请人：Hill Michael

  公开号：US20110224339A1

  公开（公告）日：2011-09-15

  The invention relates to a method for producing mono-hydroxyfunctionalized dialkylphosphinic acids and esters and salts thereof by means of acroleins, 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 thus obtained alkylphosphonic acid, salt or ester (II) thereof is reacted with compounds of formula (V) to yield a mono-functionalized dialkylphosphinic acid derivatives (IV) in the presence of a catalyst B, and c) the thus obtained mono-functionalized dialkylphosphinic acid derivatives (VI) are reacted to yield a mono-hydroxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst C, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 are the same or different and stand independently of each other, among other things, for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl, and X stands for 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 protonized nitrogen base, and the catalyst A and C are 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.

  本发明涉及一种通过丙烯醛制备单羟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）在催化剂B存在下，将所得的烷基膦酸、盐或酯（II）与式（V）的化合物反应，得到单功能化二烷基膦酸衍生物（IV）；c）在催化剂C存在下，将所得的单功能化二烷基膦酸衍生物（VI）反应，得到单羟基功能化二烷基膦酸衍生物（III）。其中，R1、R2、R3、R4、R5、R6、R7可以相同也可以不同，独立地代表H、C1-C18烷基、C6-C18芳基、C6-C6-C18芳烷基、C6-C18烷基芳基，X代表H、C1-C18烷基、C6-C18芳基、C6-C18芳烷基、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/或过渡金属化合物和至少一个配体组成的催化剂体系形成，催化剂B由形成过氧化物和/或过氧化合物和/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/或碱金属醇盐和碱土金属醇盐的化合物组成。
• Method for Producing Dialkylphosphinic Acids and Esters and Salts Thereof by Means of Vinyl Compounds and Use Thereof
  申请人：Hill Michael

  公开号：US20110237720A1

  公开（公告）日：2011-09-29

  The invention relates to a method for producing mono-carboxyfunctionalized dialkylphosphinic acids and esters and salts thereof by means of vinyl compounds, 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 thus obtained alkylphosphonic acid, salt or ester (II) thereof is reacted with acetylenic compounds of formula (V) to yield a mono-functionalized dialkylphosphinic acid derivative (VI) in the presence of a catalyst B, and c) the thus obtained mono-functionalized dialkylphosphinic acid derivative (VI) is reacted with carbon monoxide to yield a mono-carboxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst C, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are the same or different and stand independently of each other, among other things, for 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 stand independently of each other for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 8 -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 protonized nitrogen base, and the catalysts A, B, C and D are 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.

  本发明涉及一种使用乙烯化合物生产单羧基功能化二烷基膦酸及其酯和盐的方法，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，得到烷基膦酸盐或酯（II），b）在催化剂B的存在下，将得到的烷基膦酸盐或酯（II）与式（V）的乙炔化合物反应，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，将得到的单功能化的二烷基膦酸衍生物（VI）与一氧化碳反应，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，独立地代表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，独立地代表H，C1-C18烷基，C6-C18芳基，C8-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，B，C和D由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成。
• Method for producing mono-hydroxyfunctionalized dialkylphosphinic acids and esters and salts thereof by means of acroleins and use thereof
  申请人：Hill Michael

  公开号：US08604108B2

  公开（公告）日：2013-12-10

  The invention relates to a method for producing mono-hydroxyfunctionalized dialkylphosphinic acids and esters and salts thereof by means of acroleins, 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 thus obtained alkylphosphonic acid, salt or ester (II) thereof is reacted with compounds of formula (V) to yield a mono-functionalized dialkylphosphinic acid derivatives (IV) in the presence of a catalyst B, and c) the thus obtained mono-functionalized dialkylphosphinic acid derivatives (VI) are reacted to yield a mono-hydroxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst C, 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-C6-C18 aralkyl, C6-C18 alkylaryl, and X stands 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 and C are 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.

  本发明涉及一种通过丙烯醛生产单羟基功能化二烷基膦酸及其酯和盐的方法，其特征在于a)在催化剂A的存在下，磷膦酸源（I）与烯烃（IV）反应，生成烷基膦酸盐或酯（II），b)在催化剂B的存在下，将所得的烷基膦酸盐或酯（II）与公式（V）的化合物反应，生成单功能化的二烷基膦酸衍生物（IV），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，生成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是相同或不同的，可独立地代表H、C1-C18烷基、C6-C18芳基、C6-C6-C18芳基烷基、C6-C18烷基芳基，X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/或质子化的氮碱基，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/或过渡金属化合物和至少一个配体组成的催化剂体系形成，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。