trimethyl[2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy]silane | 131297-16-0

• 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[2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy]silane
• 英文别名: [(1,1,1,3,3,3-Hexafluoro-2-phenylpropan-2-yl)oxy](trimethyl)silane；(1,1,1,3,3,3-hexafluoro-2-phenylpropan-2-yl)oxy-trimethylsilane
• CAS: 131297-16-0
• 化学式: C₁₂H₁₄F₆OSi
• 分子量: 316.318
• InChiKey: WWNOPASIUVHDIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  20
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  trimethyl[2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy]silane 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以81%的产率得到1,1,1,3,3,3-六氟代-2-苯基-2-丙醇
  参考文献：
  名称：

  Convenient syntheses of 1,1,1,3,3,3-hexafluoro-2-organyl-propan-2-ols and the corresponding trimethylsilyl ethers

  摘要：

  A new convenient synthetic procedure to obtain various 1, 1, 1,3,3,3-hexafluoro-2-organyl-propan-2-ols and the corresponding trimethylsilyl ethers has been worked out starting from anhydrides or activated esters of carboxylic acids and trimethyl(trifluoromethyl)silane in the presence of tetramethylammonium fluoride. Conditions for the selective formation of 1, 1, 1,3,3,3-hexafluoro-2-organyl-propan-2-ols as well as the trimethylsilyl derivatives have been found. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.12.023
• 作为产物：
  描述：

  苯甲酸五氟苯酯 、 (三氟甲基)三甲基硅烷 在 四甲基氟化铵 作用下， 以 乙二醇二甲醚 为溶剂， 以92%的产率得到trimethyl[2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethoxy]silane
  参考文献：
  名称：

  Convenient syntheses of 1,1,1,3,3,3-hexafluoro-2-organyl-propan-2-ols and the corresponding trimethylsilyl ethers

  摘要：

  A new convenient synthetic procedure to obtain various 1, 1, 1,3,3,3-hexafluoro-2-organyl-propan-2-ols and the corresponding trimethylsilyl ethers has been worked out starting from anhydrides or activated esters of carboxylic acids and trimethyl(trifluoromethyl)silane in the presence of tetramethylammonium fluoride. Conditions for the selective formation of 1, 1, 1,3,3,3-hexafluoro-2-organyl-propan-2-ols as well as the trimethylsilyl derivatives have been found. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.12.023

文献信息

• Preparation of trifluoromethyl and other perfluoroalkyl compounds with (perfluoroalkyl)trimethylsilanes
  作者：Ramesh Krishnamurti、Donald R. Bellew、G. K. Surya Prakash

  DOI：10.1021/jo00003a017

  日期：1991.2

  The preparation of a variety of novel perfluoroalkyl-substituted compounds in high yields using easily prepared (perfluoroalkyl)trimethylsilanes (1a-c) is described. (Trifluoromethyl)-, (pentafluoroethyl)-, and (heptafluoropropyl)trimethylsilane, 1a-c, respectively, react readily with carbonyl compounds, such as aldehydes and ketones, by a fluoride-initiated catalytic process. Fluoride-initiated addition of 1 to a carbonyl group generates an oxyanionic species which then further catalyzes the reaction. Even enolizable carbonyl compounds react cleanly under the reaction conditions. A study of the scope of the reactivity of 1a toward other carbonyl groups in esters, lactones and an acid chloride was also carried out. Thus 1a reacts cleanly with five- and six-membered ring lactones. However, unactivated esters do not react under the reaction conditions. The acid chloride reacts with 1a to give a mixture of products.
• Patel Nimesh R., Chen Jianguo, Zhang Yuan F., Kirchmeier Robert L., Shree+, Inorg. Chem, 33 (1994) N 24, S 5463-5470
  作者：Patel Nimesh R., Chen Jianguo, Zhang Yuan F., Kirchmeier Robert L., Shree+

  DOI：——

  日期：——
• Convenient syntheses of 1,1,1,3,3,3-hexafluoro-2-organyl-propan-2-ols and the corresponding trimethylsilyl ethers
  作者：L.A. Babadzhanova、N.V. Kirij、Yu.L. Yagupolskii、W. Tyrra、D. Naumann

  DOI：10.1016/j.tet.2004.12.023

  日期：2005.2

  A new convenient synthetic procedure to obtain various 1, 1, 1,3,3,3-hexafluoro-2-organyl-propan-2-ols and the corresponding trimethylsilyl ethers has been worked out starting from anhydrides or activated esters of carboxylic acids and trimethyl(trifluoromethyl)silane in the presence of tetramethylammonium fluoride. Conditions for the selective formation of 1, 1, 1,3,3,3-hexafluoro-2-organyl-propan-2-ols as well as the trimethylsilyl derivatives have been found. (C) 2004 Elsevier Ltd. All rights reserved.