1,2,3,4,5-pentafluoro-6-(phenoxymethyl)benzene | 87143-91-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2,3,4,5-pentafluoro-6-(phenoxymethyl)benzene
• 英文别名: Pentaflourbenzyl-phenylether
• CAS: 87143-91-7
• 化学式: C₁₃H₇F₅O
• 分子量: 274.19
• InChiKey: NVHBVEWLGPSJII-UHFFFAOYSA-N

物化性质

• 沸点：
  273.2±35.0 °C(Predicted)
• 密度：
  1.404±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯氧乙酸 在 4-二甲氨基吡啶 、 乙二醇二甲醚溴化镍 、 (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate 、 二氢吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 生成 1,2,3,4,5-pentafluoro-6-(phenoxymethyl)benzene
  参考文献：
  名称：

  脂肪族N-羟基邻苯二甲酰亚胺酯与溴多氟苯的光催化脱羧偶联

  摘要：

  我们描述了在 Hantzsch 酯、光氧化还原催化剂和镍催化剂的协同作用下，N-羟基邻苯二甲酰亚胺酯与溴多氟苯的脱羧偶联反应。该方法很容易将伯和仲烷基羧酸转化为相应的多氟芳基化合物，具有广泛的适用范围和优异的官能团相容性。通过对氨基酸和生物活性分子的直接修饰进一步证明了该方法的实用性

  DOI：

  10.1002/adsc.202201279

文献信息

• Electron capture negative ion chemical ionization mass spectrometry of derivatized chlorophenols and chloroanilines
  作者：Thomas M. Trainor、Paul. Vouros

  DOI：10.1021/ac00131a014

  日期：1987.2.15
• Analysis of Airborne Carboxylic Acids and Phenols as Their Pentafluorobenzyl Derivatives:  Gas Chromatography/Ion Trap Mass Spectrometry with a Novel Chemical Ionization Reagent, PFBOH
  作者：Chao-Jung Chien、M. Judith Charles、Kenneth G. Sexton、Harvey E. Jeffries

  DOI：10.1021/es970526s

  日期：1998.1.1

  The complex photochemical transformations of biogenic hydrocarbons such as isoprene and of anthropogenic hydrocarbons such as aromatics are an important source of carboxylic acids in the troposphere. The identification of unknown carboxylic acids can be difficult, however, due to the lack of standards as well as poor sensitivity and lack of selectivity of existing techniques. In this study, we describe the development of a method to analyze airborne carboxylic acids using derivatization with pentafluorobenzyl bromide (PFBBr) followed by capillary gas chromatography/ion trap mass spectrometry (GC/ITMS) analysis. In addition to the typical electron impact ionization (El) and methane chemical ionization (CI) mass spectra of pentafluorobenzyl derivatives, we describe the use of pentafluorobenzyl alcohol (PFBOH) as a novel reagent gas for CIMS. Pentafluorobenzyl ions (m/z = 181) were produced at reduced pressure (1 x 10(-5)-2 x 10(-5) Torr) from PFBOH gas, and the resulting CIMS were characterized by the predominance of the [M + 181](+) ions. The carboxylic acid products in the oxidation of isoprene from indoor and outdoor smog chamber experiments were analyzed using the described PFBBr GC/ITMS method. The formation of methacrylic acid in an isoprene/O-3 reaction was demonstrated experimentally for the first time, and acrylic acid, one of the U.S. EPA 189 Hazardous Air Pollutants, is first reported here as an isoprene oxidation product. In other outdoor toluene/NOx chamber experiments, we detected a series of carboxylic acids and various phenolic compounds using this method.
• Photocatalytic Decarboxylative Coupling of Aliphatic <i>N</i> ‐Hydroxyphthalimide Esters with Bromopolyfluorobenzene
  作者：Maoling Tao、Lin‐Yuan Zeng、Weipiao Li、Guoliang Pu、Jia Jia、Qiuli Yao、Xuefei Li、Chun‐Yang He

  DOI：10.1002/adsc.202201279

  日期：2023.3.21

  We describe a decarboxylative coupling reaction of N-hydroxyphthalimide esters with bromopolyfluorobenzene enabled by the synergetic action of Hantzsch ester, photoredox catalyst, and nickel catalyst. This method readily converts primary and secondary alkyl carboxylic acids into the corresponding polyfluoroaryl compounds with broad scope and excellent functional group compatibility. The practicality

  我们描述了在 Hantzsch 酯、光氧化还原催化剂和镍催化剂的协同作用下，N-羟基邻苯二甲酰亚胺酯与溴多氟苯的脱羧偶联反应。该方法很容易将伯和仲烷基羧酸转化为相应的多氟芳基化合物，具有广泛的适用范围和优异的官能团相容性。通过对氨基酸和生物活性分子的直接修饰进一步证明了该方法的实用性