(4-氯苯基)4-(三氟甲基)苯甲酸酯 | 23171-01-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 中文名称: (4-氯苯基)4-(三氟甲基)苯甲酸酯
• 英文名称: 4-chlorophenyl 4-trifluoromethylbenzoate
• 英文别名: p-Trifluormethyl-benzoesaeure-p-chlor-phenylester；4-Chlorophenyl 4-(trifluoromethyl)benzoate；(4-chlorophenyl) 4-(trifluoromethyl)benzoate
• CAS: 23171-01-9
• 化学式: C₁₄H₈ClF₃O₂
• 分子量: 300.665
• InChiKey: STHLRRJMXBVNPV-UHFFFAOYSA-N

物化性质

• 沸点：
  359.1±42.0 °C(Predicted)
• 密度：
  1.377±0.06 g/cm3(Predicted)
• 保留指数：
  1765

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-异丙烯基-1-苯并呋喃 、 (4-氯苯基)4-(三氟甲基)苯甲酸酯 、 联硼酸频那醇酯 在 copper(l) chloride 、 lithium tert-butoxide 、 (-)-1,2-双((2R,5R)-2,5-二苯基膦)乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以66%的产率得到
  参考文献：
  名称：

  铜催化对映选择性合成叔苄基铜配合物及其对羰基化合物的原位加成†

  摘要：

  通过 Cu-B(pin)（pin = pinacolato）加成到 1,1-二取代烯烃上，催化化学和对映选择性生成叔苄基铜配合物，然后与酮和羧酸苯酚酯进行原位反应，构建包含以下成分的多功能烷基硼化合物：提出了四级立体中心。该方法的特点是叔苄基铜配合物的前所未有的反应模式，允许与各种羰基亲电子试剂以良好的产率进行反应，并具有高化学选择性、位点选择性、非对映选择性和对映选择性。催化方案是在环境温度下使用易于获得的手性配体和铜盐进行的。多功能烷基硼产品的官能化提供了难以获得的有用的结构单元。

  DOI：

  10.1039/c8sc00827b
• 作为产物：
  描述：

  4-(三氟甲基)苯甲酰氟 在 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 7.0h， 生成 (4-氯苯基)4-(三氟甲基)苯甲酸酯
  参考文献：
  名称：

  Kinetics of the reaction of 4-nitrophenyl benzoates with 4-chlorophenol in the presence of potassium carbonate in dimethylformamide

  摘要：

  The effect of the substituent in the benzoyl group on the relative rate and activation parameters of transesterification of substituted 4-nitrophenyl benzoates with 4-chlorophenol in dimethylformamide in the presence of potassium carbonate was studied by the competing reaction technique. The whole series of benzoates showed the enthalpy-entropy compensation effect. 4-Nitrophenyl benzoates having electron-acceptor substituents give rise to isokinetic relationship with an isokinetic temperature beta of 382 K. The mechanism of the transesterification process is discussed.

  DOI：

  10.1134/s1070428006060091

文献信息

• Site-Selective Acylation of Phenols Mediated by a Thioacid Surrogate through Sodium Thiosulfate Catalysis
  作者：Wei-Jr Liao、Sih-Yu Lin、Yu-Shan Kuo、Chien-Fu Liang

  DOI：10.1021/acs.orglett.2c01467

  日期：2022.6.17

  Sodium thiosulfate was used as the sulfur source that reacts with anhydrides to generate acyl-Bunte salts, after which a reaction with phenols was induced. This protocol can be applied for the site-selective acylation of the phenolic hydroxyl group in the presence of other alcoholic groups. The advantages of this acylation method are operational simplicity, high efficiency, and the use of odorless

  硫代硫酸钠用作硫源，与酸酐反应生成酰基-邦特盐，然后引发与酚类的反应。该协议可用于在存在其他醇基的情况下对酚羟基进行位点选择性酰化。这种酰化方法的优点是操作简单、效率高、使用无味、毒性低的试剂。
• Activation parameters of the reactions of 4-nitrophenyl benzoates and S-phenyl benzothioate with 4-chlorophenol in dimethylformamide in the presence of potassium carbonate
  作者：I. A. Os’kina、V. M. Vlasov

  DOI：10.1134/s1070428009040095

  日期：2009.4

  The kinetics of transesterification of 4-nitrophenyl benzoates and S-phenyl benzothioate with 4-chlorophenol in dimethylformamide in the presence of potassium carbonate were studied. Variation of the substrate reactivity and activation parameters of the process is discussed with respect to the substituent in the benzoic acid fragment.
• Kinetics of the reaction of 4-nitrophenyl benzoates with 4-chlorophenol in the presence of potassium carbonate in dimethylformamide
  作者：I. A. Os’kina、V. M. Vlasov

  DOI：10.1134/s1070428006060091

  日期：2006.6

  The effect of the substituent in the benzoyl group on the relative rate and activation parameters of transesterification of substituted 4-nitrophenyl benzoates with 4-chlorophenol in dimethylformamide in the presence of potassium carbonate was studied by the competing reaction technique. The whole series of benzoates showed the enthalpy-entropy compensation effect. 4-Nitrophenyl benzoates having electron-acceptor substituents give rise to isokinetic relationship with an isokinetic temperature beta of 382 K. The mechanism of the transesterification process is discussed.
• Cu-catalyzed enantioselective synthesis of tertiary benzylic copper complexes and their <i>in situ</i> addition to carbonyl compounds
  作者：Fengchang Cheng、Wenxin Lu、Wei Huang、Lu Wen、Mingfeng Li、Fanke Meng

  DOI：10.1039/c8sc00827b

  日期：——

  tertiary benzylic copper complexes from Cu–B(pin) (pin = pinacolato) additions to 1,1-disubstituted alkenes followed by in situ reactions with ketones and carboxylic acid phenol esters to construct multifunctional alkylboron compounds that contain quaternary stereogenic centers is presented. The method is distinguished by the unprecedented reaction mode of tertiary benzylic Cu complexes, allowing reaction

  通过 Cu-B(pin)（pin = pinacolato）加成到 1,1-二取代烯烃上，催化化学和对映选择性生成叔苄基铜配合物，然后与酮和羧酸苯酚酯进行原位反应，构建包含以下成分的多功能烷基硼化合物：提出了四级立体中心。该方法的特点是叔苄基铜配合物的前所未有的反应模式，允许与各种羰基亲电子试剂以良好的产率进行反应，并具有高化学选择性、位点选择性、非对映选择性和对映选择性。催化方案是在环境温度下使用易于获得的手性配体和铜盐进行的。多功能烷基硼产品的官能化提供了难以获得的有用的结构单元。