1-(4-trifluoromethylphenyl)-2-trimethylsilylethanol | 138351-85-6

• 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: 1-(4-trifluoromethylphenyl)-2-trimethylsilylethanol
• 英文别名: 1-[4-(Trifluoromethyl)phenyl]-2-trimethylsilylethanol
• CAS: 138351-85-6
• 化学式: C₁₂H₁₇F₃OSi
• 分子量: 262.347
• InChiKey: NDZVHJSSILXSGB-UHFFFAOYSA-N

物化性质

• 沸点：
  294.9±35.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-trifluoromethylphenyl)-2-trimethylsilylethanol 生成 三甲基硅醇 、 对三氟甲基苯乙烯
  参考文献：
  名称：

  Taylor, Roger, Journal of the Chemical Society. Perkin transactions II, 1991, # 11, p. 1703 - 1706

  摘要：

  DOI：
• 作为产物：
  描述：

  对三氟甲基苯甲醛 、 氯甲基三甲基硅烷 在 magnesium 作用下， 生成 1-(4-trifluoromethylphenyl)-2-trimethylsilylethanol
  参考文献：
  名称：

  Taylor, Roger, Journal of the Chemical Society. Perkin transactions II, 1991, # 11, p. 1703 - 1706

  摘要：

  DOI：

文献信息

• Tris(trimethylsilylmethyl)alane: an aldehyde selective peterson methylenation reagent
  作者：Vahak Abedi、Merle A. Battiste

  DOI：10.1016/j.jorganchem.2004.02.009

  日期：2004.5

  Tris(trimethylsilylmethyl)alane (TTMA) is a rapid, efficient, and highly aldehyde-selective trimethylsilylmethylating reagent. A solid lithium halide complex of the reagent, TTMA · 3LiBr (TTMAs), is particularly effective in this transformation to the Peterson alcohol intermediate.

  三（三甲基甲硅烷基甲基）烷烃（TTMA）是一种快速，高效且对醛具有高选择性的三甲基甲硅烷基甲基化试剂。试剂TTMA 3LiBr（TTMAs）的固态卤化锂络合物在向彼得森醇中间体的这种转化中特别有效。
• Development of Solvent-Driven Iron-Catalyzed Reactions
  作者：Toshiyuki Itoh

  DOI：10.3987/rev-16-842

  日期：——

  The possibility of solvent-driven iron-catalyzed reactions has been investigated using ionic liquids and acetonitrile as key solvents. Three iron-catalyzed reactions, the intramolecular cyclization of cyclopropane dithioacetals, the [2+2]-cycloaddition of (trans)-anethole, and the [2+3]-type cycloaddition of styrene derivatives with 1,4-benzoquinone, were first developed using acetonitrile as solvent in the presence of 3 similar to 5 mol% of Fe(ClO4)(3)center dot Al2O3 or Fe(BF4)(2)center dot 6H(2)O under air conditions. In particular, we found the rapid cycloaddition of iron-catalyzed [2+3]-type cycloaddition of styrene derivatives with 1,4-benzoquinone when the reaction was carried out in an ionic liquid which contained [PF6] or [Tf2N] anion. Homo-coupling reaction of aryl or alkynyl Grignard reagent was next discovered using 1 mol% of FeCl3 as catalyst and the reaction also proceeded very rapidly in an ionic liquid. We also found that 3-5 mol% of Fe(ClO4)(2)center dot Al2O3 or Fe(BF4)(2)center dot 6H(2)O-successfully catalyzed Friedel-Crafts type alkylation of indoles or pyrroles with vinyl ketones or alpha-aryl-beta-silylalcohol. In particular, the reaction of chiral alpha-aryl-beta-silylalcohol with indole using Fe(ClO4)(3)center dot nH(2)O as catalyst proceeded with retention of the configuration of stereochemistry of the hydroxyl group. Then, we discovered the first example of iron-catalyzed enantioselective C-S bond formation via Michael addition of thiols to (E)-3-crotonoyloxazolidin-2-one using 10 mol% of Fe(BF4)(2)/Pybox. We further demonstrated that Fe(ClO4)(3)center dot Al2O3-catalyzed the Nazarov type cyclizations of thiophene, pyrrole, indole, benzofuran, and benzo[b]thiophene derivatives using ionic liquids as solvent. Solvents have been recognized as a by-player in chemical reactions in the process of "optimization of reaction conditions". However, further investigation of the solvent-driven iron-catalyzed reaction will allow discovery of useful reactions for organic syntheses.