p-Methoxyphenoxytriphenylsilan | 17336-23-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: p-Methoxyphenoxytriphenylsilan
• 英文别名: (4-Methoxyphenoxy)-triphenylsilane
• CAS: 17336-23-1
• 化学式: C₂₅H₂₂O₂Si
• 分子量: 382.534
• InChiKey: CNCWDDZUUSASMK-UHFFFAOYSA-N

物化性质

• 沸点：
  460.8±37.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙氧基三苯基硅烷 、 4-甲氧基苯酚 在 sodium 作用下， 生成 p-Methoxyphenoxytriphenylsilan
  参考文献：
  名称：

  Transition state for base-catalyzed cleavage of the silicon-oxygen bond

  摘要：

  DOI：

  10.1021/ja00994a018

文献信息

• B(C₆F₅)₃-Catalyzed Silation of Alcohols:  A Mild, General Method for Synthesis of Silyl Ethers
  作者：James M. Blackwell、Katherine L. Foster、Victoria H. Beck、Warren E. Piers

  DOI：10.1021/jo9903003

  日期：1999.6.1

  The commercially available borane tris(pentafluorophenyl)borane, B(C(6)F(5))(3), is an effective catalyst for the dehydrogenative silation of alcohols using a variety of silanes, R(3)SiH, R(2)SiH(2), and R(2)R'SiH. Generally, the reactions occur in a convenient time frame at room temperature using 2 mol % of the borane and are clean and high yielding, with dihydrogen as the only byproduct. Primary

  市售的硼烷三（五氟苯基）硼烷B（C（6）F（5））（3）是使用多种硅烷R（3）SiH，R（2）进行醇脱氢硅烷化的有效催化剂SiH（2）和R（2）R'SiH。通常，反应在室温下使用2摩尔％的硼烷在方便的时间范围内发生，并且清洁且高收率，其中二氢是唯一的副产物。伯脂肪醇干净而缓慢地硅烷化，反应时间为20至144小时。通过将催化剂负载量增加至8 mol％或将反应加热至大约60摄氏度，可以实现更快的反应时间。仲醇和叔醇的反应速度更快，大多数反应在0.5-2小时内完成。该反应可耐受许多官能团，包括C = C，C＆tbd1; C，-Br，脂族酮，C（O）OR，内酯，呋喃，OBn，OMe和NO（2）; 给出每个示例。使用酚醛底物2,4,6-三甲基苯酚，测试了许多不同的硅烷。在这些条件下，只有体积最大的硅烷（Bn（3）SiH和Pr（i）（）（3）SiH）不具有反应性。硅烷化反应的选择性大致取决于醇的相对碱
• A study of the silanolysis of triphenylsilane and p-methoxyphenol catalysed by (PMe3)4RuH2 and the stoichiometric reactions of (PMe3)4Ru(H)(OC6H4-p-X) (X = Me, OMe) with Ph3SiH
  作者：Melinda J. Burn、Robert G. Bergman

  DOI：10.1016/0022-328x(94)80192-4

  日期：1994.6

  The ruthenium dihydride cis-(PMe3)4Ru(H)2 (1) catalytically converts Ph3SiH and HOC6H4-p-OMe to the alcoholysis products Ph3SiOC6H4-p-OMe and H-2. This reaction was studied kinetically and the rate was found to be first-order in [1], first-order in [HOC6H4-P-OMe], and independent of [Ph3SiH]. The stoichiometric reactions of cis-(PMe3)4Ru(H)(OC6H4-p-X) (X = Me, 2; OMe, 3) with Ph3SiH were also studied in the presence of varying amounts of free para-substituted phenol. In the absence of the free phenol, compounds 2 and 3 reacted with Ph3SiH to give Ph3SiOC6H4-p-X and a compound we believe to be (PMe3)3Ru(H)3(SiPh3) (4). In the presence of large amounts of phenol (> 10 equiv.), (PMe3)4Ru(H)2 (1) was formed. However, at intermediate concentrations of free phenol, compounds 2 and 3 exhibited divergent behavior. Complex 2 gave dihydride 1 in a reaction whose rate was found to be first-order in the concentration of the starting aryloxy hydride 2, first-order in phenol and independent of [Ph3SiH]. In contrast, complex 3 reacted with less than 0.5 equiv. of p-methoxyphenol to form 1, but when approximately 1 equiv. of p-methoxyphenol was added to the solution of 3 and Ph3SiH a mixture of trihydride 4 and dihydride 1 were formed. The mechanisms of these complicated transformations, and their potential relationship to the dihydride-catalyzed silanolysis reaction, are discussed.
• BREFORT, JEAN-LOUIS;CORRIU, ROBERT J. P.;GUERIN, CHRISTIAN;HENNER, BERNAR+, ORGANOMETALLICS, 9,(1990) N, C. 2080-2085
  作者：BREFORT, JEAN-LOUIS、CORRIU, ROBERT J. P.、GUERIN, CHRISTIAN、HENNER, BERNAR+

  DOI：——

  日期：——