O-trimethylsilylglycolic acid N,N-dimethylamid | 1131544-68-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: O-trimethylsilylglycolic acid N,N-dimethylamid
• 英文别名: N,N-dimethylamide O-SiMe3-glycolic acid；N,N-dimethyl-2-trimethylsilyloxyacetamide
• CAS: 1131544-68-7
• 化学式: C₇H₁₇NO₂Si
• 分子量: 175.303
• InChiKey: HOXPEIBNBVPCJG-UHFFFAOYSA-N

物化性质

• 沸点：
  89-90 °C(Press: 10 Torr)
• 密度：
  0.919±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.93
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  O-trimethylsilylglycolic acid N,N-dimethylamid 、 四氯化锗 以 氯仿 为溶剂， 反应 3.0h， 以69%的产率得到
  参考文献：
  名称：

  衍生自 2-羟基羧酸的 N,N-二取代酰胺的三氯和甲基二氯锗烷基单螯合物以及二溴和二氯锗烷基双螯合物

  摘要：

  GeCl4、GeBr4 和 MeGeCl3 与 2-羟基羧酸的 N,N-二取代酰胺的 O-三甲基甲硅烷基衍生物反应得到五配位和六配位中性 (O,O)-单-和 (O,O)-双螯合物。乙醇酸衍生物与 GeX4 反应生成双螯合物 X2Ge[OCH2C(O)NR2R3]27a,c,d (X = Cl, R2 = R3 = Me (a), (CH2)5 (c), (CH2CH2)2O ( d)) 和 8a (X = Br)。相比之下，乳酸和扁桃酸衍生物与 GeCl4 和 MeGeCl3 的反应得到单螯合物 Cl3Ge[OCH(R1)C(O)NR2R3] (S)-9a–c (R1 = Me) 和 Cl2MeGe[OCH(R1)C( O)NR2R3] 10a (R1 = H)、(S)-11a,b (R1 = Me) 和 (S)-12a (R1 = Ph) (R2R3 = (CH2)4 (b))。根据 X

  DOI：

  10.1007/s11172-012-0093-7
• 作为产物：
  描述：

  2-羟基-N,N-二甲基乙酰胺 、 三甲基氯硅烷 在 六甲基二硅氮烷 作用下， 生成 O-trimethylsilylglycolic acid N,N-dimethylamid
  参考文献：
  名称：

  衍生自 2-羟基羧酸的 N,N-二取代酰胺的三氯和甲基二氯锗烷基单螯合物以及二溴和二氯锗烷基双螯合物

  摘要：

  GeCl4、GeBr4 和 MeGeCl3 与 2-羟基羧酸的 N,N-二取代酰胺的 O-三甲基甲硅烷基衍生物反应得到五配位和六配位中性 (O,O)-单-和 (O,O)-双螯合物。乙醇酸衍生物与 GeX4 反应生成双螯合物 X2Ge[OCH2C(O)NR2R3]27a,c,d (X = Cl, R2 = R3 = Me (a), (CH2)5 (c), (CH2CH2)2O ( d)) 和 8a (X = Br)。相比之下，乳酸和扁桃酸衍生物与 GeCl4 和 MeGeCl3 的反应得到单螯合物 Cl3Ge[OCH(R1)C(O)NR2R3] (S)-9a–c (R1 = Me) 和 Cl2MeGe[OCH(R1)C( O)NR2R3] 10a (R1 = H)、(S)-11a,b (R1 = Me) 和 (S)-12a (R1 = Ph) (R2R3 = (CH2)4 (b))。根据 X

  DOI：

  10.1007/s11172-012-0093-7

文献信息

• Disproportionation reactions within the series of coordinated monoorganostannanes
  作者：D.V. Airapetyan、V.S. Petrosyan、S.V. Gruener、K.V. Zaitsev、D.E. Arkhipov、A.A. Korlyukov

  DOI：10.1016/j.jorganchem.2013.07.005

  日期：2013.12

  organotin complexes (2a–j). These organotin complexes disproportionate into diorganostannanes and inorganic coordination compounds containing two O,O-chelated ligands (3a–c). All the complexes were characterized by multinuclear NMR spectroscopy in solution and X-ray diffraction in crystalline state (2a, 2b, 2j, 3b, 3c). It was found that disproportionation reaction proceeded only for very well dissolved

  单有机锡三氯化物（RSnCl 3，R = Ph，Vin，All，Bn和c -Pr）与2-羟基羧酸的O -TMS-酰胺的相互作用提供了许多单核和双核有机锡复合物（2a - j）。这些有机锡配合物不成比例地分解成双有机锡烷和含有两个O，O螯合的配体（3a - c）的配位无机化合物。所有配合物的特征在于溶液中的多核NMR光谱和结晶态（2a，2b，2j，3b，3c的X射线衍射）。）。已经发现歧化反应仅在加热时对浓溶液中溶解得很好的物质进行。用于歧化的倾向取决于取代基的性质和如下降低：Vin的≈烯丙基> BN>博士≈  Ç -Pr >> ALK据信，歧化反应的机理的关键步骤是一个配体交换，其中。仅在双核络合物充当中间化合物的情况下才有可能。
• Structure of hypercoordinated monoorganodihalostannanes in solutions and in the solid state: the halogen effect
  作者：David V. Airapetyan、Valerii S. Petrosyan、Sergey V. Gruener、Alexander A. Korlyukov、Dmitry E. Arkhipov、Allen A. Bowden、Kirill V. Zaitsev

  DOI：10.1016/j.ica.2015.04.006

  日期：2015.6

  A series of hypercoordinated monoorganotin dibromides formed by glycolic acid amides, [RSnBr2(OCH2C(O)NR2')](2) (2a, R = Et, NR2' = NMe2; 3a, R = n-Bu, NR2' = NMe2; 4b, R = Ph, NR2' = morpholin-4-yl), were obtained and investigated by X-ray analysis, multinuclear NMR spectroscopy in solutions (H-1, C-13, Sn-119) and solid state (CP/MAS). It has been established that 2a, 3a and 4b in solid state are dimeric. For the solutions in coordinating solvents the slow monomer-dimer equilibrium has been observed. The structures of related solvated monomeric chlorides, RSnCl(DMSO)(OCH2C(O)NR2'), 5a center dot DMSO and 6a center dot DMSO, were also investigated by X-ray analysis. (C) 2015 Elsevier B.V. All rights reserved.
• Donor-stabilized five-coordinate cationic chelate silicon compounds with two (O→Si)-coordinating ligands
  作者：A. G. Shipov、A. A. Korlyukov、E. P. Kramarova、D. E. Arkhipov、S. Yu. Bylikin、Fan Hunze、S. A. Pogozhikh、T. P. Murasheva、V. V. Negrebetskii、V. N. Khrustalev、Yu. E. Ovchinnikov、A. R. Bassindale、P. G. A. Taylor、Yu. I. Baukov

  DOI：10.1134/s1070363211120036

  日期：2011.12

  Cationic O -> Si-coordinated bis-C,O-chelate silicon complexes [(LCH2)(2)Si(F)]BF4, containing monoanionic AcN(Me)CH2, 2-oxoperhydroazepinomethyl, 2,2-dimethyl-4-oxobenzo[1,3]oxazin-3-ylmethyl, and 4-methyl-2-oxoquinolinomethyl C,O-coordinating ligands were synthesized by the reaction of trimethylsilyl derivatives of amides, lactams, and related compounds with (ClCH2)(2)SiCl2 in a 2:1 ratio. The synthesized complexes were reacted with KF to obtain six-coordinate bis-C,O-chelates [(LCH2)(2)SiF2] which were then converted into the starting tetrafluoroborates by treatment with BF3 center dot Et2O. First representatives of cationic bis-O,O'-chelate silicon complexes with a 2-hydroxyacid amide fragment XSi[OCH(R)C(O)NMe2](2)}Y (X = Cl, Me, t-Bu, Ph, BrCH2; R = H, Me; Y - Cl-, ClHCl-, HgBr (3) (-) ) were synthesized by the reaction of XSiCl3 with O -> SiMe3 derivatives of dimethylamides of (S)-lactic and glycolic acids in a 1:2 ratio or by transesterification of XSi(OMe)(3) with glycolic acid dimethylamide followed by addition of acetyl bromide (ratio 1:3:1). The structure of the resulting chelates was proved by X-ray diffraction analysis.
• Donor-stabilized germylium cations. Bis{[bis((O→Ge)chelato)bis(N,N-dimethylcarbamoylmethyloxy)]-chloromethylgermylium} hexachlorodimercurate, the first bis-chelate cationic complex of pentacoordinate germanium with 2-hydroxycarboxamides
  作者：E. P. Kramarova、A. G. Shipov、Vad. V. Negrebetsky、S. Yu. Bylikin、E. A. Komissarov、A. A. Korlyukov、Yu. I. Baukov

  DOI：10.1007/s11172-007-0298-3

  日期：2007.9
• Trichloro- and methyldichlorogermyl monochelates and dibromo- and dichlorogermyl bischelates derived from N,N-disubstituted amides of 2-hydroxycarboxylic acids
  作者：D. V. Airapetyan、T. P. Murasheva、S. Yu. Bylikin、A. A. Korlyukov、A. G. Shipov、S. V. Gruener、E. P. Kramarova、Vad. V. Negrebetskii、S. A. Pogozhikh、G. Ya. Zueva、M. Yu. Antipin、Yu. I. Baukov

  DOI：10.1007/s11172-012-0093-7

  日期：2012.3

  The reactions of GeCl4, GeBr4, and MeGeCl3 with O-trimethylsilyl derivatives of N,N-disubstituted amides of 2-hydroxycarboxylic acids afforded pentacoordinate and hexacoordinate neutral (O,O)-mono- and (O,O)-bischelates. The reactions of glycolic acid derivatives with GeX4 produced bischelates X2Ge[OCH2C(O)NR2R3]27a,c,d (X = Cl, R2 = R3 = Me (a), (CH2)5 (c), (CH2CH2)2O (d)) and 8a (X = Br). By contrast

  GeCl4、GeBr4 和 MeGeCl3 与 2-羟基羧酸的 N,N-二取代酰胺的 O-三甲基甲硅烷基衍生物反应得到五配位和六配位中性 (O,O)-单-和 (O,O)-双螯合物。乙醇酸衍生物与 GeX4 反应生成双螯合物 X2Ge[OCH2C(O)NR2R3]27a,c,d (X = Cl, R2 = R3 = Me (a), (CH2)5 (c), (CH2CH2)2O ( d)) 和 8a (X = Br)。相比之下，乳酸和扁桃酸衍生物与 GeCl4 和 MeGeCl3 的反应得到单螯合物 Cl3Ge[OCH(R1)C(O)NR2R3] (S)-9a–c (R1 = Me) 和 Cl2MeGe[OCH(R1)C( O)NR2R3] 10a (R1 = H)、(S)-11a,b (R1 = Me) 和 (S)-12a (R1 = Ph) (R2R3 = (CH2)4 (b))。根据 X