dimethyl (2-(diethylamino)-2-oxoethyl)phosphonate | 104584-00-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: dimethyl (2-(diethylamino)-2-oxoethyl)phosphonate
• 英文别名: dimethyl-N,N-diethylcarbamylmethylenephosphonate；N,N-diethyl-(dimethylphosphono)acetamide；Dimethyl [2-(diethylamino)-2-oxoethyl]phosphonate；2-dimethoxyphosphoryl-N,N-diethylacetamide
• CAS: 104584-00-1
• 化学式: C₈H₁₈NO₄P
• 分子量: 223.209
• InChiKey: KSLQKPFNWKVAMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl (2-(diethylamino)-2-oxoethyl)phosphonate 在 chromium dichloride 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 18.17h， 生成 2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide
  参考文献：
  名称：

  由碳水化合物衍生的高度官能化对映体纯卤代环丙烷的合成

  摘要：

  作者感谢西班牙政府经济与竞争部长 (MINECO)（赠款编号 CTQ2010-14959、MAT2006-01997、MAT2010-15094 和 Factoria de Cristalizacion Consolider Ingenio 2010）、葡萄牙基金（Cristalizacion Consolider Ingenio 2010）的财政支持, 欧盟 (EU), Quadro de Referencia Estrategico Nacional (QREN), Fundo Europeu de Desenvolvimento Regional (FEDER) 和 Programa Operacional Tematico Factores de Competitividade (COMPETE)（项目 PEst-C/QUI/UI0062/2011）。CC 和 V. d. A. 感谢部长级

  DOI：

  10.1002/ejoc.201300322
• 作为产物：
  描述：

  dimethyl diethylaminoethynephosphonate 在 丙二酸 作用下， 以 乙腈 为溶剂， 生成 dimethyl (2-(diethylamino)-2-oxoethyl)phosphonate
  参考文献：
  名称：

  Functionalization of the unsaturated organophosphorus compounds. Study of reaction of dialkylaminoethynephosphonates with malonic acid derivatives and benzenesulfonylacetonitrile

  摘要：

  Reactions of some CH-acids with dimethyl dialkylaminoethynephosphonates were studied aiming to develop methods of syntheses of the functionalized organophosphorus compounds. Reactions with malonodinitrile, ethyl cyanoacetate, and benzenesulfonylacetonitrile were shown to proceed effectively in anhydrous acetonitrile in the presence of catalytic amounts of potassium carbonate to form products of CHacids addition at the triple bond followed by prototropic isomerization to give the corresponding beta-dialkylamino-beta-phosphonomethyl-alpha-substituted acrylonitriles. In reaction with malonic acid aminoethynephosphonates are hydrolyzed to form phosphonoacetic acid dialkylamides as main products.

  DOI：

  10.1134/s107036320811008x

文献信息

• Iridium(I)-Catalyzed Intramolecular Hydrocarbonation of Alkenes: Efficient Access to Cyclic Systems Bearing Quaternary Stereocenters
  作者：David F. Fernández、Moisés Gulías、José L. Mascareñas、Fernando López

  DOI：10.1002/anie.201705105

  日期：2017.8.1

  wide variety of cyclic systems featuring methyl-substituted quaternary stereocenters is described. The method relies on the use of a cationic IrI–bisphosphine catalyst, which promotes a carboxamide-assisted activation of an olefinic C(sp2)−H bond followed by exo-cyclization to a tethered 1,1-disubstituted alkene. The extension of the method to aromatic and heteroaromatic C−H bonds, as well as developments

  描述了一种催化，多功能且原子经济的CH功能化过程，该过程提供了多种以甲基取代的季位立体中心为特征的环状系统。该方法依赖于使用阳离子Ir I-双膦催化剂，该催化剂可促进羧酰胺辅助的烯烃C（sp 2）-H键的活化，然后外环化成束缚的1，1-二取代的烯烃。还介绍了该方法对芳族和杂芳族CH键的扩展以及对映选择性变体的开发。
• Synthesis and molecular structures of mercury(II) complexes of carbamoylmethylphosphoryl ligands
  作者：Daniel Rosario-Amorin、Jérémy P. Dehaudt、Linda J. Caudle、Diane A. Dickie、Robert T. Paine

  DOI：10.1080/10426507.2015.1091835

  日期：2016.3.3

  second [Hg(L)]+ unit. Additional examples of this general reactivity/structure pattern are reported herein. In contrast, in Hg(II) complexes of two CMPO derivatives, in which the amide N-atom is functionalized with a 2-methylpyridine group, the trifunctional phosphine oxides are observed to behave as neutral ligands forming complexes (L′)Hg (NO3)2.

  图形摘要摘要 氨基甲酰基甲基膦酸酯 (CMP) 和氨基甲酰基甲基氧化膦 (CMPO) 与硝酸汞的反应通常会导致跨越双功能配体的磷酰基和酰胺羰基的亚甲基碳原子的去质子化，同时形成 [Hg(L)] (NO3) 含有稳定的汞碳 σ 键的化合物。所得有机金属化合物通过一个 [Hg(L)]+ 单元中的磷酰氧原子和羰基氧原子与第二个 [Hg(L)]+ 单元中的 Hg(II) 离子之间的双齿相互作用形成二聚体 [Hg(L)(NO3)]2 (L)]+ 单位。本文报道了这种一般反应性/结构模式的其他例子。相比之下，在两种 CMPO 衍生物的 Hg(II) 配合物中，其中酰胺 N 原子被 2-甲基吡啶基团官能化，
• Synthesis of Dialkyl [1,2-Bis(diethylcarbamoyl)ethyl]-phosphonates
  作者：Daniel J. Mccabe、Scott M. Bowen、Robert T. Paine

  DOI：10.1055/s-1986-31598

  日期：——

  Trifunctional dialkyl [1,2-bis(diethylcarbamoyl)ethyl] phosphonates 3 have been prepared from the sodium salts 2 of dialkylcarbamoylmethylphosphonates 1 and N,N-diethylchloroacetamide. The compounds 3 have been characterized by microanalyses, mass, I.R., and 1H-N.M.R. spectrometry.

  由二烷基氨基甲酰基甲基膦酸盐 1 的钠盐 2 和 N,N-二乙基氯乙酰胺制备出了三官能团二烷基 [1,2-双（二乙基氨基甲酰基）乙基] 膦酸盐 3。化合物 3 已通过微量分析、质谱、I.R.和 1H-N.M.R. 光谱法进行了表征。
• Synthesis and crystal and molecular structure of a methyl N,N-diethylcarbamylmethylenephosphonato dysprosium thiocyanate complex
  作者：S.M. Bowen、E.N. Duesler、R.T. Paine

  DOI：10.1016/s0020-1693(00)82411-1

  日期：1984.5

  group P21/c with a = 13.282(4) A, b = 19.168(5) A, c = 9.648(2) A, β = 90.09(2)°, Z = 4, V = 2456.4 A3 and ϱcald = 1.72 g cm−3. The structure was solved by standard heavy atom techniques, and blocked least-squares refinement converged with Rf = 4.7% and RwF = 4.9%. The Dy atom is seven coordinate and bonded in a bidentate fashion to two anionic phosphonate ligands [O2P(OCH3)CH2C(O)N(C2H5)2−] through

  摘要由Dy（NCS）3·xH2O与（ CH 3 O）2 P（O）CH 2 C（O）N（C 2 H 5）2。该复合物通过红外和NMR光谱以及单晶X射线衍射法表征。使用标准自动衍射仪在25°C下通过3727次独立反射确定晶体结构。发现该复合物在单斜空间群P21 / c中以a = 13.282（4）A，b = 19.168（5）A，c = 9.648（2）A，β= 90.09（2）°，Z = 4结晶，V ＝ 2456.4A3，Δcald＝ 1.72g cm-3。通过标准的重原子技术解决了该结构，并通过最小二乘方精炼收敛了Rf = 4.7％和RwF = 4.9％。Dy原子是七个配位体，并且通过羰基氧原子和两个膦酸酯氧原子之一与二个阴离子膦酸酯配体[O2P（OCH3）CH2C（O）N（C2H5）2-]形成双齿键。另外，每个Dy原子与来自两个相邻络合物的两个膦酸酯氧原子和硫氰酸根离子的氮原子配位。该配
• Functionally substituted dienes based on ?-pinene
  作者：I. A. Nuretdinov、I. P. Karaseva、V. P. Gubskaya、I. Ch. Shakirov

  DOI：10.1007/bf00703486

  日期：1994.10

  Dienes containing an alpha-pinene fragment were synthesized from myrtenal and functionally substituted phosphonates. Their structures were studied using (1)NMR, IR, Raman, UV, and CD spectroscopy.