乙基次膦酸 | 4736-97-4

• 分子结构分类: 有机化合物 - 有机磷化合物 - 二羟基膦
• 中文名称: 乙基次膦酸
• 英文名称: ethylphosphonous acid
• 英文别名: ethyl phosphinic acid
• CAS: 4736-97-4
• 化学式: C₂H₇O₂P
• 分子量: 94.0501
• InChiKey: LYYXRDZATAMURV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙基次膦酸 在 氯乙酸 作用下， 生成 2-(ethyl(hydroxy)phosphinyl)acetic acid
  参考文献：
  名称：

  Method for making phosphinic acid intermediates

  摘要：

  提供了一种制备磷酸酰胺前药中间体的方法，该方法有助于制备磷酸酰胺型血管紧张素转化酶抑制剂，其中包括将具有以下结构的膦酸或其酯的磷酸酰胺偶联物与以下结构的烷基化剂偶联的步骤：##STR1## 其中R为H或较低的烷基，R.sup.1为较低的烷基、芳香族、芳香族烷基、环烷基或环烷基烷基，Hal为Cl、Br或I，n为0或1，R.sup.2为H或较低的烷基，Z为H、较低的烷基、--CO.sub.2 R.sup.3（其中R.sup.3为H或较低的烷基）、##STR3##（其中R.sup.4为H、较低的烷基、芳香族或芳香族烷基）、--CN或##STR4##（其中R.sup.5和R.sup.6可以相同也可以不同，且选自H、较低的烷基、芳香族、芳香族-较低的烷基、环烷基或环烷基烷基，且R.sup.5和R.sup.6中至少有一个不为H，或R.sup.5和R.sup.6可以与N原子结合形成5、6或7元杂环环，该5、6或7元杂环含有N原子，可以或不可以含有CO.sub.2 R.sup.3基团，该5或6元杂环可以或不可以与芳香族环融合）。在硅基化剂的存在下进行上述步骤，形成具有以下结构的磷酸酰胺中间体：##STR5## 其中R、R.sup.1、R.sup.2、n和Z如上所定义。

  公开号：

  US04602092A1
• 作为产物：
  描述：

  乙烯 在 phosphinic acid 、 palladium(II) sulfate 、 trisodium tris(3-sulfophenyl)phosphine 作用下， 以 水 为溶剂， 以98%的产率得到乙基次膦酸
  参考文献：
  名称：

  Method for producing monoamino-functionalised dialkylphosphinite acids esters and salts and use thereof

  摘要：

  该发明涉及一种生产单氨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)将上述生产的烷基膦酸、其盐或酯(II)与式(V)的烯丙胺在催化剂B的存在下反应，得到单氨基功能化二烷基膦酸衍生物(III)其中，R1、R2、R3、R4、R5、R6、R7、R8、R9独立地=H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X=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，Y=矿酸、羧酸、路易斯酸或有机酸，其中n=0至4之间的整数或分数，催化剂A是过渡金属和/或过渡金属化合物和/或包含过渡金属和/或过渡金属化合物和至少一种配体的催化剂系统，催化剂B是形成过氧化物和/或过氧化合物和/或偶氮化合物的化合物。

  公开号：

  US08604232B2

文献信息

• Substituted propane-phosphinic acid compounds
  申请人：Ciba-Geigy Corporation

  公开号：US05051524A1

  公开（公告）日：1991-09-24

  Compounds of the formula I ##STR1## wherein R denotes an aliphatic, cycloaliphatic, cycloaliphatic-aliphatic or araliphatic radical having 2 or more carbon atoms, and wherein one of the groups R.sup.1, R.sup.2 and R.sup.3 represents hydrogen or an aliphatic, cycloaliphatic, araliphatic or aromatic radical, another one of R.sup.1, R.sup.2 and R.sup.3 is hydrogen or, in the case of R.sup.1 and R.sup.2, is hydroxy, and the remaining one of R.sup.1, R.sup.2 and R.sup.3 is hydrogen, or wherein R denotes methyl, R.sub.1 denotes hydrogen or hydroxy, R.sub.2 denotes an aromatic radical and R.sub.3 represents hydrogen, and their salts have GABA.sub.B -antagonistic properties and can be used as GABA.sub.B -antagonists. They are obtained when in a compound of formula II ##STR2## in which R, R.sup.1, R.sup.2 and R.sup.3 have their previous significances, Z represents --NH.sub.2 and R.sup.4 denotes a hydroxy-protective group R.sup.5 or, when R.sup.1 and R.sup.3 denote hydrogen and R.sup.2 denotes hydrogen or alkyl, denotes an alkali metal or ammonium ion R.sup.6, or Z represents a protected or latent amino group Z.degree. and R.sup.4 denotes hydrogen or a hydroxy-protective group R.sup.5, any group R.sup.5 or R.sup.6 is replaced by hydrogen, and/or any group Z.degree. is converted into --NH.sub.2.

  式I的化合物##STR1##其中R表示具有2个或更多碳原子的脂肪族、环脂族、环脂族-脂肪族或芳基脂肪族基团，其中R.sup.1、R.sup.2和R.sup.3中的一个代表氢或脂肪族、环脂族、芳基脂肪族或芳香族基团，R.sup.1、R.sup.2和R.sup.3中的另一个是氢或在R.sup.1和R.sup.2的情况下是羟基，而R.sup.1、R.sup.2和R.sup.3中的剩余一个是氢，或者R表示甲基，R.sub.1表示氢或羟基，R.sub.2表示芳香族基团，R.sub.3表示氢，它们的盐具有GABA.sub.B-拮抗性质，可用作GABA.sub.B-拮抗剂。当在式II的化合物中获得时##STR2##其中R、R.sup.1、R.sup.2和R.sup.3具有其先前的含义，Z表示--NH.sub.2，R.sup.4表示羟基保护基R.sup.5或者当R.sup.1和R.sup.3表示氢且R.sup.2表示氢或烷基时，表示碱金属或铵离子R.sup.6，或者Z表示受保护或潜在的氨基团Z.degree.，而R.sup.4表示氢或羟基保护基R.sup.5，任何一个R.sup.5或R.sup.6基团被氢取代，和/或任何一个Z.degree.基团被转化为--NH.sub.2。
• Method for producing mono-aminofunctionalized dialkylphosphinic acids and esters and salts thereof by means of acrylnitriles and use thereof
  申请人：Hill Michael

  公开号：US09035088B2

  公开（公告）日：2015-05-19

  The invention relates to a method for producing mono-aminofunctionalized dialkylphosphinic acids and esters and salts thereof by means of acrylnitriles, 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 an acrylnitrile 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 to yield a mono-aminofunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst C or a reduction agent, 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 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 Y stands for a mineral acid, a carboxylic acid, a Lewis acid or an organic acid, n=an integer or fractional number of 0 to 4 and the catalysts A and C are formed by transition metals, 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, peroxo compounds, azo compounds, alkali metals, alkaline earth metals, alkali hydrides, alkaline earth hydrides and/or alkali alcoholates and alkaline earth alcoholates.

  该发明涉及一种通过丙烯腈制备单氨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)的丙烯腈反应，得到单官能化的二烷基膦酸衍生物(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)在催化剂C或还原剂的存在下反应，得到单氨基功能化的二烷基膦酸衍生物(III)，其中R1、R2、R3、R4、R5、R6、R7相同或不同且彼此独立地代表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，Y代表矿酸、羧酸、路易斯酸或有机酸，n=0至4的整数或分数，催化剂A和C由过渡金属、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、过氧化物、偶氮化合物、碱金属、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。
• Alkylphosphonous acids, salts and esters, methods for the production thereof, and use of the same
  申请人：Clariant Finance (BVI) Limited

  公开号：US08293938B2

  公开（公告）日：2012-10-23

  The invention relates to alkylphosphonous acids, salts and esters of formula (I) A-P(═O)(OX)—H (I) wherein A is C2-C20alkyl, C2-C20alkylene, and C8-C20 alkaryl are optionally substituted, and X is H, alkyl, aryl, alkylaryl, alkenyl, substituted alkyl, aryl, alkaryl, alkenyl, ammonium, primary, secondary, tertiary, quaternary alkyl and/or aryl ammonium, an alkali metal, an alkaline earth metal, a metal of the third and fourth main group and the second, fourth and eight sub-group or a metal of the lanthanoid group. The invention also relates to methods for producing same and to the uses of said compounds.

  该发明涉及公式（I）A-P（═O）（OX）—H（I）的烷基膦酸、盐和酯，其中A为C2-C20烷基、C2-C20烷基烯或C8-C20取代的烷基芳基，X为H、烷基、芳基、烷基芳基、烯烃、取代烷基、芳基、烷基芳基、烯烃、铵基、一级、二级、三级、四级烷基和/或芳基铵基、碱金属、碱土金属、第三和第四主族元素、第二、第四和第八亚族元素或镧系元素的化合物。该发明还涉及制备方法以及所述化合物的用途。
• 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：US20110275744A1

  公开（公告）日：2011-11-10

  The invention relates to 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 the mono-functionalized dialkylphosphinic acid derivative (VI) so obtained with an oxidant or in the;presence of a catalyst C 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 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 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 peroxide-forming compound and/or a peroxo compound and/or an azo compound.

  本发明涉及一种利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、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)的乙烯醚反应，得到单官能化的二烷基膦酸衍生物(VI)；c)在氧化剂或催化剂C的存在下，将所得到的单官能化的二烷基膦酸衍生物(VI)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可以相同也可以不同，可以独立地表示H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X和Y可以相同也可以不同，可以独立地表示H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、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C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个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。
• 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。