2,4-di-tert-butyl-6-(trifluoromethyl)phenol | 93343-49-8

• 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: 2,4-di-tert-butyl-6-(trifluoromethyl)phenol
• 英文别名: 2,4-di-tert-butyl-6-trifluoromethylphenol；2,4-ditert-butyl-6-(trifluoromethyl)phenol
• CAS: 93343-49-8
• 化学式: C₁₅H₂₁F₃O
• 分子量: 274.326
• InChiKey: YNTOXGVSIAHGRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,6-di-tert-butyl-2-(triethylsiloxy)-2-(trifluoromethyl)-3,5-cyclohexadien-1-one 在 aluminium amalgam 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以83%的产率得到2,4-di-tert-butyl-6-(trifluoromethyl)phenol
  参考文献：
  名称：

  A new method for synthesis of trifluoromethyl-substituted phenols and anilines

  摘要：

  DOI：

  10.1021/jo00273a020

文献信息

• Gem-disubstituted cyclohexadienones and their production
  申请人：Ethyl Corporation

  公开号：US04804772A1

  公开（公告）日：1989-02-14

  Quinones may be perfluoroalkylated by means of perfluoroalkyltrihydrocarbyl silane using certain active alkali metal salt catalysts devoid of fluorine (e.g., LiN.sub.3, NaN.sub.3, KN.sub.3, NaCN KCN, CsCN, NaOH, KOH, K.sub.2 CO.sub.3, and Cs.sub.2 CO.sub.3). The reaction--which is conducted under essentially anhydrous conditions, preferably in a suitable liquid phase reaction medium, most preferably a dipolar aprotic solvent--results in the formation of gem-disubstituted cyclohexadienones in which the gem substituents are a perfluoroalkyl group and a trihydrocarbylsiloxy group. These gem-disubstituted compounds in turn can be readily converted to perfluoroalkyl substituted aromatics, thus circumventing the traditional need for photochlorination followed by halogen exchange using hydrogen fluoride as a means of preparing perfluoroalkyl aromatic compounds.

  奎诺恩可能通过使用某些不含氟的活性碱金属盐催化剂（例如LiN.sub.3，NaN.sub.3，KN.sub.3，NaCN KCN，CsCN，NaOH，KOH，K.sub.2CO.sub.3和Cs.sub.2CO.sub.3）由全氟烷基三氢碳基硅烷全氟烷基化。该反应在基本无水条件下进行，最好在适当的液相反应介质中进行，最好是二极无水溶剂，导致生成以全氟烷基和三氢碳基硅氧基为基团的双取代环己二烯酮。这些双取代化合物反过来可以轻松转化为全氟烷基取代芳香化合物，从而避免了传统上需要使用氢氟酸作为制备全氟烷基芳香化合物的手段的光氯化后的卤素交换。
• Trifluoromethylation of carbonyl compounds
  申请人：Ethyl Corporation

  公开号：US05008425A1

  公开（公告）日：1991-04-16

  A process which comprises reacting under substantially anhydrous conditions a perfluoroalkyltrihydrocarbylsilane and a carbonyl compound in the presence of a catalyst such that the carbonyl compound is perfluoroalkylated.

  在基本无水条件下，通过在催化剂存在下，将全氟烷基三烃基硅烷和羰基化合物反应，使得羰基化合物全氟烷基化的过程。
• Production of gem-disubstituted cyclohexadienones
  申请人：Ethyl Corporation

  公开号：US04804774A1

  公开（公告）日：1989-02-14

  Quinones may be perfluoroalkylated by means of perfluoroalkyltrihydrocarbyl silane using trialkylphosphites or hexahydrocarbylphosphorous triamides, or both as catalysts. The reaction --which is conducted under essentially anhydrous conditions, preferably in a suitable liquid phase reaction medium, most preferably a dipolar aprotic solvent--results in the formation of gem-disubstituted cyclohexadienones in which the gem substituents are a perfluoroalkyl group and a trihydrocarbylsiloxy group. These gem-disubstituted compounds in turn can be readily converted to perfluoroalkyl substituted aromatics, thus circumventing the traditional need for photochlorination followed by halogen exchange using hydrogen fluoride as a means of preparing perfluoroalkyl aromatic compounds.

  Quinones可以通过使用三氢烷基硅烷的全氟烷基化剂，并使用三烷基膦酸酯或六氢烷基膦三酰胺作为催化剂进行全氟烷基化。该反应在基本无水条件下进行，最好在适当的液相反应介质中进行，最好是一个双极无原子溶剂，其结果是形成gem-二取代环己二烯酮，其中gem取代基是全氟烷基和三氢烷基氧基。这些gem-二取代化合物可以轻松地转化为全氟烷基取代芳香族化合物，从而避免了传统的光氯化和使用氢氟酸进行卤素交换以制备全氟烷基芳香族化合物的需要。
• STAHLY, G. PATRICK;BELL, DONALD R., J. ORG. CHEM., 54,(1989) N2, C. 2873-2877
  作者：STAHLY, G. PATRICK、BELL, DONALD R.

  DOI：——

  日期：——
• US4804772A
  申请人：——

  公开号：US4804772A

  公开（公告）日：1989-02-14