Trimethyl-(2,3,5,6-tetramethyl-4-trimethylsilyloxyphenoxy)silane | 82363-84-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Trimethyl-(2,3,5,6-tetramethyl-4-trimethylsilyloxyphenoxy)silane
• CAS: 82363-84-6
• 化学式: C₁₆H₃₀O₂Si₂
• 分子量: 310.584
• InChiKey: SSKNBGVEWLRLTF-UHFFFAOYSA-N

物化性质

• 沸点：
  330.7±37.0 °C(Predicted)
• 密度：
  0.913±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.35
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Trimethyl-(2,3,5,6-tetramethyl-4-trimethylsilyloxyphenoxy)silane 在 氧气 、 二氧化氮 作用下， 以 二氯甲烷 为溶剂， 生成 杜醌
  参考文献：
  名称：

  通过氢醌与氮氧化物的催化自氧化方便地制备醌

  摘要：

  一种有效，廉价的对苯二酚自动氧化的催化方法利用了气态（NO x）催化剂，该方法允许简单的后处理步骤，仅通过去除溶剂即可分离出醌。

  DOI：

  10.1016/s0040-4039(00)76211-3
• 作为产物：
  描述：

  三甲基氯硅烷 、 四甲基氢醌 在 六甲基二硅氮烷 作用下， 以 乙腈 为溶剂， 以96%的产率得到Trimethyl-(2,3,5,6-tetramethyl-4-trimethylsilyloxyphenoxy)silane
  参考文献：
  名称：

  Novel Catalysis of Hydroquinone Autoxidation with Nitrogen Oxides

  摘要：

  An efficient catalytic method is described for the preparative conversion of hydroquinones to quinones with dioxygen under mild conditions. The use of the gaseous nitrogen oxide (NOx) catalyst allows a simple workup procedure for the isolation of quinones in essentially quantitative yields by merely removing the low-boiling solvent dichloromethane in vacuo. The mechanism of the catalytic autoxidation of hydroquinones is ascribed to the critical role of nitrosonium (NO+) in the one-electron oxidation of hydroquinone, followed by the reoxidation of the reduced nitric oxide (NO) with dioxygen. An extensive series of complex interchanges among various NOx species in nitrogen-(V), -(IV), -(III), and -(II) oxidation states, coupled with stepwise oxidation of hydroquinone via a successive series of one-electron/proton transfers, form the critical components of the catalytic cycle.

  DOI：

  10.1021/jo00088a039

文献信息

• A NEW REDUCTIVE SILYLATION OF<i>p</i>-QUINONES WITH HEXAMETHYLDISILANE CATALYZED BY IODINE
  作者：Hideyuki Matsumoto、Shunji Koike、Ikuya Matsubara、Taichi Nakano、Yoichiro Nagai

  DOI：10.1246/cl.1982.533

  日期：1982.4.5

  In the presence of a catalytic amount of iodine, hexamethyldisilane can reductively silylate p-quinones under mild conditions to afford 1,4-bis(trimethylsiloxy)arenes in high yields.

  在催化剂量的碘存在下，六甲基二硅烷可以在温和条件下还原性地硅烷化对苯醌，生成高产率的1,4-二（三甲基硅氧基）芳烃。
• Highly Efficient and Chemoselective Reductive Bis-silylation of Quinones by Silyltellurides
  作者：Shigeru Yamago、Hiroshi Miyazoe、Kazunori Iida、Jun-ichi Yoshida

  DOI：10.1021/ol006581e

  日期：2000.11.1

  [GRAPHICS]Silyltellurides serve as new silicon-based chemoselective reducing agents and reduce quinones to the corresponding bis-silylated hydroquinones. The reaction proceeds under ambient thermal conditions without the need of any additional promoters or catalysts and gives the products in excellent yields. Several control experiments suggest that the reaction is initiated by a single electron transfer from silyltellurides to quinones.
• MATSUMOTO, HIDEYUKI;KOIKE, SHUNJI;MATSUBARA, IKUYA;NAKANO, TAICHI;NAGAI, +, CHEM. LETT., 1982, N 4, 533-534
  作者：MATSUMOTO, HIDEYUKI、KOIKE, SHUNJI、MATSUBARA, IKUYA、NAKANO, TAICHI、NAGAI, +

  DOI：——

  日期：——