(异丙基甲氧基)三甲基硅烷 | 18269-50-6

• 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
• 中文名称: (异丙基甲氧基)三甲基硅烷
• 英文名称: isobutoxytrimethylsilane
• 英文别名: (isopropylmethoxy)trimethylsilane；trimethyl(isobutoxy)silane；isobutoxy-trimethyl-silane；2-methyl-1-trimethylsilanyloxy-propane；Isobutoxy-trimethyl-silan；Trimethyl-2-methyl-propoxysilan；Silane, isobutoxytrimethyl-；trimethyl(2-methylpropoxy)silane
• CAS: 18269-50-6
• 化学式: C₇H₁₈OSi
• 分子量: 146.305
• InChiKey: ZQINJXJSYYRJIV-UHFFFAOYSA-N

物化性质

• 沸点：
  112.7 °C
• 密度：
  0.77 g/cm3(Temp: 22 °C)
• 保留指数：
  750.5;751.7

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  (异丙基甲氧基)三甲基硅烷 在 甲醇 、 1,3-disulfonic acid imidazolium hydrogen sulfate 作用下， 反应 0.07h， 以97%的产率得到异丁醇
  参考文献：
  名称：

  Preparation, characterization and use of 1,3-disulfonic acid imidazolium hydrogen sulfate as an efficient, halogen-free and reusable ionic liquid catalyst for the trimethylsilyl protection of hydroxyl groups and deprotection of the obtained trimethylsilanes

  摘要：

  Novel 1,3-disulfonic acid imidazolium hydrogen sulfate, a halogen-free ionic liquid, is a recyclable and eco-benign catalyst for the trimethylsilyl protection of hydroxyl groups at room temperature under solvent free conditions to afford trimethylsilanes in excellent yields (92-100%) and in very short reaction times (1-5 min). Deprotection of the resulting trimethylsilanes can also be achieved using the same catalyst in methanol. The catalyst was characterized by IR. H-1 NMR, C-13 NMR and MS studies. All the products were extensively characterized by IR, H-1 NMR, MS, and elemental and melting point analyses. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be recovered and reused for several times without loss of activity. The work-up of the reaction consists of a simple separation, followed by concentration of the crude product and purification. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.08.002
• 作为产物：
  描述：

  双(2-甲基丙基)亚硫酸盐 在 吡啶 、 盐酸 、 三甲基氯硅烷 作用下， 生成 (异丙基甲氧基)三甲基硅烷
  参考文献：
  名称：

  Currell,B.R. et al., Journal of the Chemical Society, 1960, p. 2776 - 2778

  摘要：

  DOI：

文献信息

• Turning the Nitrogen Atoms of an Ar₂ P−CH₂ −N−N−CH₂ −PAr₂ Motif into Uniquely Configured Stereocenters: A Novel Diphosphane Design for Asymmetric Catalysis
  作者：Eva Diehl née Knobloch、Reinhard Brückner

  DOI：10.1002/chem.201706160

  日期：2018.3.7

  Hexahydropyridazines with CH2PAr2 groups at both N atoms are newly designed 1,4‐diphosphanes and were synthesized for the first time. Their N atoms assume a single configuration under the influence of stereocenters at C‐5 and C‐6. In the solid state, these N‐atoms bind the CH2PAr2 substituents axially. Combined with Pd0, N,N′‐chiral diphosphanes of this kind catalyzed Tsuji–Trost type allylations of dialkyl malonates

  在两个N原子上均具有CH 2 PAr 2基团的六氢哒嗪是新设计的1,4-二膦烷，是首次合成。它们的N原子在C-5和C-6的立体中心的影响下呈单一构型。在固态下，这些N原子轴向结合CH 2 PAr 2取代基。与此类的Pd 0，N，N'-手性二膦烷结合，可有效地与乙酸外消旋1,3-二苯基烯丙基乙酸酯催化二甲基丙二酸酯的Tsuji-Trost型烯丙基化，且ee高达91％  。
• New methods of synthesis of boron, germanium, and tin derivatives of pentavalent phosphorus thioacids
  作者：Il'yas S. Nizamov、Tat'yana P. Sorokina、Il'nar D. Nizamov、Nailya G. Galimullina、Elvira S. Batyeva、Vladimir A. Alfonsov

  DOI：10.1002/hc.1103

  日期：——

  and trialkylchlorostannanes were studied. On the basis of these studies, new methods of synthesizing S-boron, S-germyl, and S-stannyl derivatives of pentavalent phosphorus thioacids were developed. S-Diethylaminomethyl O-isopropyl-4-ethoxyphenyldithiophosphonate was obtained by the reaction of the diisopropylboron derivative of the corresponding dithiophosphonic acid with the aminal 6. © 2002 John Wiley

  研究了 S-丙基-4-甲氧基苯基三硫代膦酸、双（二烷基酰氨基）二硫代磷酸和 S-乙基-二乙基酰氨基三硫代磷酸的 S-三甲基甲硅烷基酯与硼酸三烷基酯、三有机基溴锗烷、三甲基（异丁硫基）锗烷和三烷基氯锡烷的反应。在这些研究的基础上，开发了合成五价硫代磷的 S-硼、S-锗基和 S-甲锡烷基衍生物的新方法。S-二乙基氨基甲基 O-异丙基-4-乙氧基苯基二硫代膦酸酯是通过相应二硫代膦酸的二异丙基硼衍生物与氨基 6 反应获得的。 © 2002 John Wiley & Sons, Inc. Heteroatom Chem 13:27–35, 2002; DOI 10.1002/hc.1103
• Application du systeme Me3SiClLiTHF a la synthese d'acylsilanes, d'alcools, d'aldehydes, d'esters et de nitriles C-silicies
  作者：J.-P. Picard、A. Ekouya、J. Dunogues、N. Duffaut、R. Calas

  DOI：10.1016/s0022-328x(00)94144-5

  日期：1975.7

  Synthesis of C-silylated products by silylation of various functional saturated derivatives (aldehydes, nitriles, acid anhydrides and esters), by mens of the Me3SiClLiTHF system used at 0–10°C, is described. Most of the products obtained are new. A mechanism explaining the formation of these derivatives is proposed.

  描述了通过在0–10°C下使用Me 3 SiCl 3 Li 3 THF体系对各种功能性饱和衍生物（醛，腈，酸酐和酯）进行甲硅烷基化来合成C-硅烷化产物的方法。获得的大多数产品都是新产品。提出了解释这些衍生物形成的机理。
• Stable monoalkoxyfluorophosphoranes
  作者：Dominique U. Robert、Gilles N. Flatau、Claire Demay、Jean G. Riess

  DOI：10.1039/c3972001127b

  日期：——

  Thermally stable monoalkoxyfluorophosphoranes, R1PF3(OR2), with R1= Me and Ph, are obtained when R2 is either an electron-attractive group or a neopentyl group; the fluorophosphoranes undergo slow redistribution reactions of fluorine vs. alkoxy-groups in which the five-co-ordinate state of the phosphorous atom is preserved.

  当R 2为吸电子基团或新戊基时，可获得热稳定的单烷氧基氟代膦酸酯R 1 PF 3（OR 2），R 1 = Me和Ph 。氟磷烷经历了氟与烷氧基的缓慢再分布反应，其中磷原子保持了五配位态。
• Silica Sulfate, an Efficient Catalyst for the Trimethylsilylation of Alcohols
  作者：Tong‐Shou Jin、Ruo‐Fei Tian、Li‐Bin Liu、Ying Zhao、Tong‐Shuang Li

  DOI：10.1080/00397910600602495

  日期：2006.7

  An easy method for the preparation of trimethylsilyl ethers from alcohols and 1,1,1,3,3,3-hexamethyl-disilazane (HMDS) using silica sulfate as a catalyst under mild conditions in excellent yields is described.

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