(2,6-二-叔丁基苯氧基)三甲基硅烷 | 10416-73-6

• 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: (2,6-二-叔丁基苯氧基)三甲基硅烷
• 英文名称: (2,6-di-tertbutylphenoxy)trimethylsilane
• 英文别名: trimethyl(2,6-ditert-butylphenoxy)silane；(2,6-Di-tert.-butylphenoxy)-trimethylsilan；2,6-Di-tert-butyl-trimethylsilylphenol；Trimethyl(2,6 ditert.-butylphenoxy)silane；(2,6-ditert-butylphenoxy)-trimethylsilane
• CAS: 10416-73-6
• 化学式: C₁₇H₃₀OSi
• 分子量: 278.51
• InChiKey: FIRQCEFYRANYPC-UHFFFAOYSA-N

物化性质

• 沸点：
  293.2±29.0 °C(Predicted)
• 密度：
  0.882±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,6-二-叔-丁基苯酚钾 以 四氢呋喃 为溶剂， 反应 16.5h， 生成 (2,6-二-叔丁基苯氧基)三甲基硅烷
  参考文献：
  名称：

  Insertion of CO₂ and COS into Bi–C Bonds: Reactivity of a Bismuth NCN Pincer Complex of an Oxyaryl Dianionic Ligand, [2,6-(Me₂NCH₂)₂C₆H₃]Bi(C₆H₂^tBu₂O)

  摘要：

  The reactivity of the unusual oxyaryl dianionic ligand, ((C6H2Bu2)-Bu-t-3,5-O-4)(2-), in the Bi3+ NCN pincer complex Ar'Bi((C6H2Bu2)-Bu-t-3,5-O-4), 1, [Ar' = 2,6-(Me2NCH2)(2)C6H3] has been explored with small molecule substrates and electrophiles. The first insertion reactions of CO2 and COS into Bi-C bonds are observed with this oxyaryl dianionic ligand complex. These reactions generate new dianions that have quinoidal character similar to the oxyaryl dianionic ligand in 1. The oxyarylcarboxy and oxyarylthiocarboxy dianionic ligands were identified by X-ray crystallography in Ar'Bi[O2C((C6H2Bu2)-Bu-t-3-5-O-4)-kappa O-2,O'], 2, and Ar'B[OSC((C6H2Bu2)-Bu-t-3-5-O-4)-kappa O-2,S], 3, respectively. Silyl halides and pseudohalides, R3SiX (X = Cl, CN, N-3; R = Me, Ph), react with 1 by attaching X to bismuth and R3Si to the oxyaryl oxygen to form Ar'Bi(X)((C6H2Bu2)-Bu-t-3,5-OSiR3-4) complexes, a formal addition across five bonds. These react with additional R3SiX to generate Ar'BiX2 complexes and (R3SiOC6H3Bu2)-Bu-t-2,6. The reaction of 1 with I-2 forms Ar'BiI2 and the coupled quinone, 3,3',5,5'-tetra-tert-butyl-4,4'-diphenoquinone, by oxidative coupling.

  DOI：

  10.1021/ja403133f

文献信息

• Silylations with Bis(trimethylsilyl)acetamide, a Highly Reactive Silyl Donor
  作者：J. F. Klebe、H. Finkbeiner、D. M. White

  DOI：10.1021/ja00966a038

  日期：1966.7

  Silyl-proton exchange reactions with bis(trimethylsilyl)acetamide proceed rapidly and quantitatively under mild conditions. The preparative silylation of amides, ureas, and amino acids, as well as hindered phenols, carboxylic acids, and enols, is described. Examples of silylation as a protective measure and a means of preparing reactive intermediates are included.

  与双（三甲基甲硅烷基）乙酰胺的甲硅烷基-质子交换反应在温和条件下快速且定量地进行。描述了酰胺、脲和氨基酸以及受阻酚、羧酸和烯醇的制备性硅烷化。包括作为保护措施和制备反应性中间体的手段的甲硅烷基化的实例。
• Über galvinole und galvinoxyl-mehrspinsysteme—I
  作者：W. Harrer、H. Kurreck、J. Reusch、W. Gierke

  DOI：10.1016/0040-4020(75)85041-1

  日期：1975.1

  The synthesis of the so far unknown organometallic compound (2,6 - di - tert. - butyl - 4 - lithiumphenoxy) - trimethylsilane is most useful for the general introduction of the 3,5 - di - tert. - butyl - 4 - hydroxyphenyl group. Using the esters of aromatic mono-, di-, and tricarboxylic acids mono-, bis-, and tris-galvinoles are obtainable, while nitriles and dimethyl formamide are converted into ketones

  迄今为止未知的有机金属化合物（2,6-二叔丁基-丁基-4-锂苯氧基）-三甲基硅烷的合成对于一般引入3,5-二叔丁基最有用。-丁基-4-羟基苯基。使用芳族一元，二元和三元羧酸的酯，可以获得单，双和三元醇，而腈和二甲基甲酰胺被转化为酮和3,5-二叔胺。-丁基-4-羟基苯甲醛。在本文中，描述了所讨论化合物的实验步骤和结构测定。
• Rearrangement of hindered phenols containing silicon or germanium
  作者：G. A. Razuvaev、�. P. Oleinik、I. L. Knyazeva、V. A. Kuznetsov、A. V. Shabanov

  DOI：10.1007/bf00949633

  日期：1980.3
• Insertion of CO₂ and COS into Bi–C Bonds: Reactivity of a Bismuth NCN Pincer Complex of an Oxyaryl Dianionic Ligand, [2,6-(Me₂NCH₂)₂C₆H₃]Bi(C₆H₂^<i>t</i>Bu₂O)
  作者：Douglas R. Kindra、Ian J. Casely、Megan E. Fieser、Joseph W. Ziller、Filipp Furche、William J. Evans

  DOI：10.1021/ja403133f

  日期：2013.5.22

  The reactivity of the unusual oxyaryl dianionic ligand, ((C6H2Bu2)-Bu-t-3,5-O-4)(2-), in the Bi3+ NCN pincer complex Ar'Bi((C6H2Bu2)-Bu-t-3,5-O-4), 1, [Ar' = 2,6-(Me2NCH2)(2)C6H3] has been explored with small molecule substrates and electrophiles. The first insertion reactions of CO2 and COS into Bi-C bonds are observed with this oxyaryl dianionic ligand complex. These reactions generate new dianions that have quinoidal character similar to the oxyaryl dianionic ligand in 1. The oxyarylcarboxy and oxyarylthiocarboxy dianionic ligands were identified by X-ray crystallography in Ar'Bi[O2C((C6H2Bu2)-Bu-t-3-5-O-4)-kappa O-2,O'], 2, and Ar'B[OSC((C6H2Bu2)-Bu-t-3-5-O-4)-kappa O-2,S], 3, respectively. Silyl halides and pseudohalides, R3SiX (X = Cl, CN, N-3; R = Me, Ph), react with 1 by attaching X to bismuth and R3Si to the oxyaryl oxygen to form Ar'Bi(X)((C6H2Bu2)-Bu-t-3,5-OSiR3-4) complexes, a formal addition across five bonds. These react with additional R3SiX to generate Ar'BiX2 complexes and (R3SiOC6H3Bu2)-Bu-t-2,6. The reaction of 1 with I-2 forms Ar'BiI2 and the coupled quinone, 3,3',5,5'-tetra-tert-butyl-4,4'-diphenoquinone, by oxidative coupling.