3-(trifluoromethyl)phenyl pivalate | 1075754-37-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 3-(trifluoromethyl)phenyl pivalate
• 英文别名: meta-trifluoromethylphenyl pivalate；[3-(Trifluoromethyl)phenyl] 2,2-dimethylpropanoate
• CAS: 1075754-37-8
• 化学式: C₁₂H₁₃F₃O₂
• 分子量: 246.229
• InChiKey: MWLPBWRSJHMDIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  3-(trifluoromethyl)phenyl pivalate 在 1,10-菲罗啉 、 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 lithium hydroxide monohydrate 、 copper(II) thiophene-2-carboxylate 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 3,5-bis(trifluoromethyl)phenyl pivalate
  参考文献：
  名称：

  通过铱催化的芳烃硼化对1,3-二取代的芳烃的高选择性三氟甲基化

  摘要：

  旧的两个描述了铱的连续铱催化的硼化和铜催化的三氟甲基化（参见方案； Pin =频哪醇）。该反应在温和的反应条件下进行，并能耐受多种官能团。许多生物活性分子的晚期三氟甲基化证明了这种串联方法的优势。

  DOI：

  10.1002/anie.201106673
• 作为产物：
  描述：

  间三氟甲基苯酚 、 三甲基乙酰氯 在 吡啶 作用下， 以95%的产率得到3-(trifluoromethyl)phenyl pivalate
  参考文献：
  名称：

  通过铱催化的芳烃硼化对1,3-二取代的芳烃的高选择性三氟甲基化

  摘要：

  旧的两个描述了铱的连续铱催化的硼化和铜催化的三氟甲基化（参见方案； Pin =频哪醇）。该反应在温和的反应条件下进行，并能耐受多种官能团。许多生物活性分子的晚期三氟甲基化证明了这种串联方法的优势。

  DOI：

  10.1002/anie.201106673

文献信息

• Nickel-Catalyzed Enantioselective CC Bond Formation through C sp 2O Cleavage in Aryl Esters
  作者：Josep Cornella、Evan P. Jackson、Ruben Martin

  DOI：10.1002/anie.201412051

  日期：2015.3.23

  We report the first enantioselective CC bond formation through CO bond cleavage using aryl ester counterparts. This method is characterized by its wide substrate scope and results in the formation of quaternary stereogenic centers with high yields and asymmetric induction.

  我们报道了通过使用芳基酯对应物的CO键裂解形成的第一个对映选择性CC键。该方法的特征在于其广泛的底物范围，并导致具有高产率和不对称诱导的四级立体异构中心的形成。
• Chromium-Catalyzed Selective Borylation of Vinyl Triflates and Unactivated Aryl Carboxylic Esters with Pinacolborane
  作者：Li Gong、Chao Li、Fangyan Yuan、Senlin Liu、Xiaoming Zeng

  DOI：10.1021/acs.orglett.2c01015

  日期：2022.5.6

  catalysis via the selective formation of vinyl and aryl boronate esters. The competing hydrided reduction or allylic borylation proceeds sluggishly or does not occur, therefore providing a selective strategy for the incorporation of boronate into olefins and arenes. Mechanistic studies indicate that the σ-bond metathesis or oxidative addition mechanism may be considered to be responsible for the cleavage

  使用频哪醇硼烷对丰富的乙烯基三氟甲磺酸酯和未活化的芳基羧酸酯进行硼酸化是通过铬催化选择性形成乙烯基和芳基硼酸酯实现的。竞争性氢化还原或烯丙基硼化反应缓慢或不发生，因此为将硼酸盐结合到烯烃和芳烃中提供了一种选择性策略。机理研究表明，σ键复分解或氧化加成机制可能被认为是酯支架断裂的原因。
• Polymerizable monomer, polymer compound, biological electrode composition, biological electrode, and method for producing biological electrode
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US10726967B2

  公开（公告）日：2020-07-28

  The present invention provides: a biological electrode composition formable a living body contact layer for a biological electrode which is excellent in conductivity and biocompatibility, as well as light in the weight thereof and producible at a low cost, and in addition, which does not cause a significant decrease in the conductivity thereof regardless of under a water-wet condition and a dry condition; a polymer compound which can be suitably used for the biological electrode composition; a polymerizable monomer suitable as a raw material of the polymer compound; a biological electrode having a living body contact layer formed of the biological electrode composition; and a method for producing the same; and wherein, the polymerizable monomer is represented by the following general formula (1).

  本发明提供了一种可形成生物电极活体接触层的生物电极组合物，该组合物具有优异的导电性和生物相容性，且重量轻、生产成本低廉，此外，无论在水湿条件下还是在干燥条件下，其导电性都不会显著降低；可适当用于生物电极组合物的高分子化合物；适于作为该高分子化合物原料的可聚合单体；具有由该生物电极组合物形成的活体接触层的生物电极；以及生产该生物电极的方法；其中，可聚合单体由以下通式（1）表示。
• Nickel-catalyzed C−H arylation of benzoxazoles and oxazoles: Benchmarking the influence of electronic, steric and leaving group variations in phenolic electrophiles
  作者：Deborah F. Steinberg、Morgan C. Turk、Dipannita Kalyani

  DOI：10.1016/j.tet.2017.02.021

  日期：2017.4

  Electronic, steric and leaving group effects for Ni-catalyzed direct arylations using C-O electrophiles were benchmarked. The scope of arylations with pivalates was general with respect to both the electronics on the electrophile and the azoles. Furthermore, the arylation of azoles with tosylates, mesylates and carbamates with varying electronics was explored, and showed electronic trends similar to those of the pivalate reactions. Finally, the relative rate of arylation of 5-methyl benzoxazole with two electronically-similar electrophiles bearing different leaving groups was established. The results from these studies implicate the following order of relative reactivity: mesylates > pivalates > carbamates. (C) 2017 Elsevier Ltd. All rights reserved.
• Biaryl Construction via Ni-Catalyzed C−O Activation of Phenolic Carboxylates
  作者：Bing-Tao Guan、Yang Wang、Bi-Jie Li、Da-Gang Yu、Zhang-Jie Shi

  DOI：10.1021/ja8056503

  日期：2008.11.5

  Biaryl scaffolds were constructed via Ni-catalyzed aryl C-O activation by avoiding cleavage of the more reactive acyl C-O bond aryl carboxylates. Now aryl esters, in general, can be successfully employed in cross-coupling reactions for the first time. The substrate scope and synthetic utility of the chemistry were demonstrated by the syntheses of more than 40 biaryls and by constructing complex organic molecules. Water was observed to play an important role in facilitating this transformation.