(fluorodimethylsilyl)methanide | 97649-41-7

• 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: (fluorodimethylsilyl)methanide
• CAS: 97649-41-7
• 化学式: C₃H₈FSi
• 分子量: 91.1804
• InChiKey: MXBSGVOYHWCPKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.53
• 重原子数：
  5.0
• 可旋转键数：
  0.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (fluorodimethylsilyl)methanide 生成 1-sila-1,1-dimethylethylene 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  How strong is the silicon carbon double bond in fluoro- and methyl-substituted silaethylenes? An experimental determination of .pi. bond strengths

  摘要：

  DOI：

  10.1021/ja00161a002
• 作为产物：
  描述：

  四甲基硅烷 在 三氟化氮 作用下， 生成 (fluorodimethylsilyl)methanide
  参考文献：
  名称：

  A gas-phase anionic analog of the wittig reaction. An ion cyclotron resonance study of the gas-phase ion chemistry of silyl carbanions

  摘要：

  AbstractGas‐phase ion–molecule reactions of a variety of fluorosilyl carbanions with compounds containing double bonds to oxygen, XO, have been examined using pulsed ion cyclotron resonance spectroscopy. The predominant reaction channel observed for species not containing acidic hydrogens is a Wittig‐like process involving SiO bond formation and elimination of XCH2 species. The gas‐phase acidity of F3Si(CH3) has been determined and those of F2Si(CH3)2 and FSi(CH3)3 have been estimated. From the fluoride transfer reactions of F3SiCH2− the fluoride affinity of F2SiCH2 has been estimated and limits on the π bond strength in this silaethene obtained. Potential analytical applications of the Wittig reactivity have been discussed.

  DOI：

  10.1002/oms.1210230907

文献信息

• Gas-phase reactions of anions with substituted silanes
  作者：C. H. DePuy、Veronica M. Bierbaum、L. A. Flippin、Joseph J. Grabowski、Gary K. King、Robert J. Schmitt、S. A. Sullivan

  DOI：10.1021/ja00535a031

  日期：1980.7

  fluoride, amide, hydroxide, and methoxide ions with a variety of substituted silanes have been studied by the flowing afterglow technique. Fluoride reacts readily with trimethylsilyl derivatives to displace benzyl, alkenyl, and alkynyl anions. These reactions have also been used to generate specific structural isomers (CH3C=C" and CH2=C=CH"). Anions more basic than phenide ion cannot be produced in this

  通过流动余辉技术研究了氟化物、酰胺、氢氧化物和甲醇离子与各种取代硅烷的气相反应。氟化物很容易与三甲基甲硅烷基衍生物反应以取代苄基、烯基和炔基阴离子。这些反应也已用于生成特定的结构异构体（CH3C=C" 和 CH2=C=CH"）。比苯阴离子更碱性的阴离子不能以这种方式产生，它们的母体三甲基硅烷通过更复杂的机制与氟化物相互作用。每当存在酸性氢时，酰胺、氢氧化物和甲醇离子通过置换和质子提取与取代的三甲基硅烷反应；在没有可置换基团和酸性氢的情况下，酰胺、氢氧化物和甲醇盐的反应与氟离子的反应平行。出现了。我们一直在使用流动的余辉系统进行此类实验。5,6 一个直接的问题涉及在气相中形成碳负离子的方法，因为只有相对少数的阴离子可以通过电子捕获有效地形成。因此，大多数有机阴离子是通过强气相碱（如 CH3O"、OH" 或 NH2"）从中性有机化合物中转移质子生成的。在许多情况下，这是一种有效且明确的方法，并
• Gas-phase reactions of cyclic silanes
  作者：S. A. Sullivan、C. H. DePuy、R. Damrauer

  DOI：10.1021/ja00392a048

  日期：1981.1
• Gas phase studies of silacyclobutanes: recent developments employing triple quadrupole detection
  作者：Robert Damrauer、Joseph A. Hankin

  DOI：10.1016/0022-328x(96)06169-4

  日期：1996.8

  Four silacyclobutyl anions have been prepared and studied by gas phase ion-molecule chemistry using newly modified tandem flowing afterglow instrumentation. These silacyclobutyl anions, which include a pentacoordinate adduct of 1,1-dimethylsilacyclobutane and fluoride and an alpha-silylcarbanion, siloxide, and mercaptide corresponding to 1,1-dimethylsilacyclobutane, have been characterized by their chemical reactivity and collision-induced loss of ethylene under a variety of conditions. The C-H, O-H, and S-H gas phase acidities of 1,1-dimethylsilacyclobutane, 1-hydroxy-1-methylsilacyclobutane, and 1-mercapto-1-methylsilacyclobutane have been measured and show no effect of the silacyclobutyl attachment. The full capabilities of the newly modified instrumentation include the mass selection of ions, their chemical characterization, collision-induced dissociation of both mass selected ions and those prepared by chemical reactions, and triple quadrupole detection.
• Rhodium(II) acetate catalyzed alkyne insertion reactions of .alpha.-diazo ketones: mechanistic inferences
  作者：Thomas R. Hoye、Christopher J. Dinsmore

  DOI：10.1021/ja00011a055

  日期：1991.5