[乙氧基(苯基)磷酰基]甲醇 | 5856-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [乙氧基(苯基)磷酰基]甲醇
• 英文名称: ethyl hydroxymethane(phenyl)phosphinate
• 英文别名: Ethyl (hydroxymethyl)phenylphosphinate；[ethoxy(phenyl)phosphoryl]methanol
• CAS: 5856-97-3
• 化学式: C₉H₁₃O₃P
• 分子量: 200.174
• InChiKey: XRKGNBWOKQRPNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  [乙氧基(苯基)磷酰基]甲醇 在 三(2-氯乙基)胺 、 水 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 28.5h， 生成 [Ethoxy(phenyl)phosphoryl]methanamine
  参考文献：
  名称：

  Gajda, Tadeusz, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 85, # 1-4, p. 59 - 64

  摘要：

  DOI：
• 作为产物：
  描述：

  苯膦酸 在 三乙胺 作用下， 反应 11.0h， 生成 [乙氧基(苯基)磷酰基]甲醇
  参考文献：
  名称：

  10.1021/acs.orglett.4c01944

  摘要：

  DOI：

  10.1021/acs.orglett.4c01944

文献信息

• Lanthanide(III) Complexes of Novel Mixed Carboxylic-Phosphorus Acid Derivatives of Diethylenetriamine: A Step towards More Efficient MRI Contrast Agents
  作者：Jan Kotek、Petra Lebdušková、Petr Hermann、Luce Vander Elst、Robert N. Muller、Carlos F. G. C. Geraldes、Thomas Maschmeyer、Ivan Lukeš、Joop A. Peters

  DOI：10.1002/chem.200305155

  日期：2003.12.5

  atom and four carboxylate oxygen atoms. The complexed ligand occurs in several enantiomeric forms due to the chirality of the central nitrogen atom and the phosphorus atom upon coordination. All lanthanide complexes studied have one coordinated water molecule. The residence times (tau(M)298) of the coordinated water molecules in the gadolinium(III) complexes of H6L1 and H5L2 are 88 and 92 ns, respectively

  合成了三种新型的H（5）DTPA（DTPA =二亚乙基三胺五乙酸酯）含磷类似物（H6L1，H5L2，H5L3）。这些化合物具有连接至二亚乙基三胺主链的中心氮原子的-CH 2 -P（O）（OH）-R官能团（R = OH，Ph，CH2NBn2）。NMR研究表明，这些配体通过三个氮原子，一个PO氧原子和四个羧基氧原子以八齿方式与镧系元素（III）离子结合。由于配位时中心氮原子和磷原子的手性，络合配体以几种对映体形式存在。所有研究的镧系元素络合物都有一个配位的水分子。在H6L1和H5L2的（（III）配合物中，配位水分子的停留时间（tau（M）298）分别为88 ns和92 ns，接近最佳值。这些Gd（3+）螯合物共价和非共价连接到聚合物上时，这一点尤其重要。通过在Gd（3+）离子的第二个配位域中至少存在两个水分子进一步增强了所研究复合物的弛豫性，这两个分子很可能通过氢键与膦酸酯/次膦酸酯部分结合
• Method for the Production of Monofunctionalized Dialkylphosphinic Acids, Esters and Salts, and Use Thereof
  申请人：Hill Michael

  公开号：US20110251315A1

  公开（公告）日：2011-10-13

  The invention relates to a method for producing monofunctionalized dialkylphosphinic acids, esters, and salts, characterized in that 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 thereof, whereupon said alkylphosphonous acid, the salt or ester (II) thereof is reacted with compounds containing C═C, C═O, or C═N double bonds to obtain compounds of type (III), wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 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, X represents, inter alia, H, C 1 -C 18 -alkyl, C 6 -C 18 -aryl, and/or Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K, H, and wherein A represents OH, NH 2 , NHR, NR 2 , or O—CO—R 8 , and W represents a mineral acid, carboxylic acid, Lewis acid, or organic acid, wherein n is a whole or a fractional number from 0 to 4, and 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. The use of said dialkylphosphonic acids, esters, and salts is also disclosed.

  本发明涉及一种生产单官能团二烷基膦酸、酯和盐的方法，其特征在于在催化剂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，然后将所述烷基膦酸、盐或酯（II）与含有C═C、C═O或C═N双键的化合物反应，得到类型为（III）的化合物，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，X代表H、C1-C18-烷基、C6-C18-芳基和/或Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K、H，其中A代表OH、NH2、NHR、NR2或O—CO—R8，W代表矿酸、羧酸、路易斯酸或有机酸，n是从0到4的整数或分数，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/或过渡金属化合物和至少一个配体组成的催化剂体系。还公开了所述二烷基膦酸、酯和盐的用途。
• Phosphosulfonate herbicides
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0511826A2

  公开（公告）日：1992-11-04

  This invention concerns phosphosulfonates having the general formula wherein (1) Y is phenyl ; naphthyl ; benzyl ; (C5-C8)cycloalkyl ; a 5-membered heteroaromatic ring having from one to four heteroatoms each being independently N, O or S, provided that no more than one is O or S ; a 6-membered heteroaromatic ring having 1, 2 or 3 nitrogen atoms ; or a fused 5,6- or 6,6-membered heteroaromatic ring having from one to four heteroatoms each being independently N, O or S, provided that no more than one is O or S ; wherein Y optionally has up to three substituents, each being independently halogen, cyano, nitro, (C1-C6)alkoxy, halo(C1-C4)alkoxy, (C1-C6)alkyl, halo(C1-C4)alkyl, phenyl, (C1-C4)alkylcarbonyloxy, di(C1-C4)alkylcarbamoyl or (C1-C4)alkoxycarbonyl, provided that (a) no more than one of said substituents is present when Y is a thiadiazolyl ring or a tetrazolyl ring, and (b) no more than two of said substituents is present when Y is a triazolyl ring, a thiazolyl ring, or an isothiazolyl ring, except that when Y is phenyl, naphthyl or benzyl, it may have up to five substituents each being independently halogen, acetoxy, methyl, methoxy or halomethoxy, but no more than two of which are acetoxy, methyl, methoxy, or halomethoxy; (2) X is oxygen or sulfur ; and (3) R1 and R2 are each independently chloro, or (C1-C6)alkyl, (C1-C6)alkoxy, halo(C2-C4)alkoxy, (C1-C4)alkylthio, (C3-C4)alkenyloxy, (C3-C4)alkynyloxy, (C1-C4)alkoxy(C1-C4)alkoxy, (C4-C8)cycloalkyloxy, (C3-C6)cycloalkyl(C1-C3)alkoxy, cyano(C1-C4)alkoxy, (C2-C4)alkylideneiminooxy or amino each optionally substituted with one or two of (C1-C4)alkyl, (C2-C4)alkenyl or phenyl ; provided that there is not more than one phenyl group on the amino group ; also provided that R1 may additionally be phenyl or phenoxy; and also provided that R1 and R2 may both be alkoxy so as to form together with the phosphorus atom a 6-membered oxygen-containing ring ; except that when R1 and R2 are both alkoxy, Y is not phenyl, 4-methylphenyl, 4-chlorophenyl, 4-bromophenyl or 3-nitrophenyl ; compositions containing these compounds and their use as herbicides.

  本发明涉及通式如下的磷磺酸盐 其中 (1) Y 是苯基；萘基；苄基；(C5-C8)环烷基；具有 1 至 4 个杂原子的 5 元杂芳环，每个杂原子独立地为 N、O 或 S，但 O 或 S 不超过一个；具有 1、2 或 3 个氮原子的 6 元杂芳环；或融合的 5、6 或 6、6 元杂芳环，其 1 至 4 个杂原子各自独立地为 N、O 或 S，但 O 或 S 原子不得多于 1 个； 其中 Y 可任选具有最多三个取代基，每个取代基独立为卤素、氰基、硝基、(C1-C6)烷氧基、卤代(C1-C4)烷氧基、(C1-C6)烷基、卤代(C1-C4)烷基、苯基、(C1-C4)烷基羰氧基、二(C1-C4)烷基氨基甲酰基或(C1-C4)烷氧基羰基，条件是 (a) 当 Y 为噻二唑环或四唑环时，上述取代基中存在的不超过一个，且 (b) 当 Y 为三唑环、噻唑环或异噻唑环时，所述取代基不超过两个，但当 Y 为苯基、萘基或苄基时，最多可有五个取代基，每个取代基独立地为卤素、乙酰氧基、甲基、甲氧基或卤代甲氧基，但其中乙酰氧基、甲基、甲氧基或卤代甲氧基不超过两个； (2) X 是氧或硫；以及 (3) R1 和 R2 各自独立地是氯、或 (C1-C6)烷基、(C1-C6)烷氧基、卤代(C2-C4)烷氧基、(C1-C4)烷硫基、(C3-C4)烯氧基、(C3-C4)炔氧基、(C1-C4)烷氧基（C1-C4）烷氧基、(C4-C8)环烷氧基、(C3-C6)环烷基(C1-C3)烷氧基、氰基(C1-C4)烷氧基、(C2-C4)亚烷基亚氨基氧基或氨基，各自任选被一个或两个(C1-C4)烷基、(C2-C4)烯基或苯基取代；前提是氨基上的苯基不超过一个；此外，R1 还可以是苯基或苯氧基；R1 和 R2 还可以都是烷氧基，以便与磷原子一起形成一个 6 元含氧环；但当 R1 和 R2 都是烷氧基时，Y 不是苯基、4-甲基苯基、4-氯苯基、4-溴苯基或 3-硝基苯基；含有这些化合物的组合物及其作为除草剂的用途。
• Chemistry of the Versatile (Hydroxymethyl)phosphinyl P(O)CH₂OH Functional Group
  作者：Olivier Berger、Laurent Gavara、Jean-Luc Montchamp

  DOI：10.1021/ol3013793

  日期：2012.7.6

  (Hydroxymethyl)phosphorus compounds are well-known and valuable compounds in general; however the use of (hydroxymethyl)phosphinates (RP)-P-1(O)(OR2)CH2OH in particular has been much more limited. The potential of this functionality has not yet been fully realized because the mild unmasking of the hydroxymethyl group was not available. The mild oxidative conversion of (RP)-P-1(O)(OR2)CH2OH into (RP)-P-1(O)(OR2)H using the Corey-Kim oxidation is described. Other reactions preserving the methylene carbon are also reported.
• Gazizov, M. B.; Khairullin, R. A., Journal of general chemistry of the USSR, 1988, vol. 58, # 7, p. 1332 - 1341
  作者：Gazizov, M. B.、Khairullin, R. A.

  DOI：——

  日期：——