trimethyl(4-cyanonphenoxy)silane | 84678-74-0

• 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(4-cyanonphenoxy)silane
• 英文别名: (4-cyanophenoxy)trimethylsilane；(p-cyanophenoxy)trimethylsilane；4-Cyano-1-trimethylsilyloxybenzene；4-trimethylsilyloxybenzonitrile
• CAS: 84678-74-0
• 化学式: C₁₀H₁₃NOSi
• 分子量: 191.305
• InChiKey: AAJHNFBJNSCZQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  234.6±23.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)
• 保留指数：
  1365

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trimethyl(4-cyanonphenoxy)silane 、 水 生成 4-羟基苯甲腈
  参考文献：
  名称：

  KOZYUKOV, V. P.;MIRONOV, V. F., HOB. OBL. PRIMENENIYA METALLORGAN. SOEDIN., MOSKVA, 1983, 5-21

  摘要：

  DOI：
• 作为产物：
  描述：

  4-羟基苯甲腈 、 六甲基二硅氮烷 反应 1.0h， 以87%的产率得到trimethyl(4-cyanonphenoxy)silane
  参考文献：
  名称：

  Highly atom economical uncatalysed and I2-catalysed silylation of phenols, alcohols and carbohydrates, using HMDS under solvent-free reaction conditions (SFRC)

  摘要：

  An uncatalysed silylation of phenols, regardless on the aggregate state and nature of the substituents with 0.55 equiv of HMDS under solvent-free reaction conditions (SFRC) at room temperature is reported. Sterically hindered phenols, carbohydrates and most of the alcohols additionally required a catalytic amount (up to 2 mol%) of iodine. The reaction protocol is very simple; obtaining a pure product, particularly of uncatalysed reactions, was frequently a completely solvent-free process. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.040

文献信息

• Trimethylsilyl trichloroacetate: a new reagent for salt-free silylations
  作者：James M. Renga、Pen-Chung Wang

  DOI：10.1016/s0040-4039(00)98426-0

  日期：1985.1

  Trimethylsilyl trichloroacetate () is a convenient reagent for the silylation of phenols, carboxylic acids, mercaptans, amides, acetylenes, and β-keto esters, while the reaction of with aldehydes and ketones affords silylated trichloromethyl carbinols ().

  三氯乙酸三甲基甲硅烷基酯（）是用于苯酚，羧酸，硫醇，酰胺，乙炔和β-酮酯甲硅烷基化的便捷试剂，而与醛和酮的反应则可提供甲硅烷基化的三氯甲基甲醇（）。
• Kinetics and thermodynamics of phenolate silylation and alkylation
  作者：Joe Carey. Ellington、E. M. Arnett

  DOI：10.1021/ja00231a031

  日期：1988.11
• Synthesis and Characterization of Benzonitrile-Substituted Silyl Ethers
  作者：Christopher Hubrich、Axel Schulz、Harald Brand、Alexander Villinger

  DOI：10.1080/10426500903074874

  日期：2009.9.18

  The silyl ethers (siloxanes) Me(4-x)Si(OC(6)H(5)CN)(x) (x = 1-4) (1-4), O(Si(OC(6)H(4)CN) (Me)(2))(2) (5), and Me(3)Si-O-C(6)F(4)CN (6) have been synthesized by the reaction of the respective p-hydroxybenzonitriles and chlorosilanes in the presence of N,N,N',N'-tetramethylethylenediamine ( TMEDA) as hydrogen chloride acceptor. All compounds have been fully characterized by CHN-analysis, melting point, IR, Raman, mass spectroscopy, and (1)H, (13)C, (29)Si NMR spectroscopy. Furthermore, the crystal structures of these compounds-with the exception of Me(2)Si(OC(6)H(5)CN)(2), which is a liquid-were determined by X-ray diffractometry.
• RENGA, J. M.;WANG, PEN-CHUNG, TETRAHEDRON LETT., 1985, 26, N 9, 1175-1178
  作者：RENGA, J. M.、WANG, PEN-CHUNG

  DOI：——

  日期：——
• Highly atom economical uncatalysed and I2-catalysed silylation of phenols, alcohols and carbohydrates, using HMDS under solvent-free reaction conditions (SFRC)
  作者：Marjan Jereb

  DOI：10.1016/j.tet.2012.03.040

  日期：2012.5

  An uncatalysed silylation of phenols, regardless on the aggregate state and nature of the substituents with 0.55 equiv of HMDS under solvent-free reaction conditions (SFRC) at room temperature is reported. Sterically hindered phenols, carbohydrates and most of the alcohols additionally required a catalytic amount (up to 2 mol%) of iodine. The reaction protocol is very simple; obtaining a pure product, particularly of uncatalysed reactions, was frequently a completely solvent-free process. (C) 2012 Elsevier Ltd. All rights reserved.