di(pentafluorobenzyl) fumarate

• 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: di(pentafluorobenzyl) fumarate
• 英文别名: Fumaric acid, di(pentafluorobenzyl) ester；bis[(2,3,4,5,6-pentafluorophenyl)methyl] (E)-but-2-enedioate
• 化学式: C₁₈H₆F₁₀O₄
• 分子量: 476.227
• InChiKey: IIQZBSJRHSWMSU-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  富马酸 、 α-溴-2,3,4,5,6-五氟甲基苯酸酯 在 potassium carbonate 作用下， 以 六甲基磷酰三胺 为溶剂， 反应 16.0h， 以84.5%的产率得到di(pentafluorobenzyl) fumarate
  参考文献：
  名称：

  赤和苏-α-溴-α'-氟代琥珀酸的合成

  摘要：

  由它们相应的二甲基酯制备了赤-和苏-α-溴-α'-氟琥珀酸。由于极易在碱性介质中消除氟化氢，因此必须采用一种特殊的酸水解方法。报道了氢和氟NMR谱。

  DOI：

  10.1016/s0022-1139(00)81205-1

文献信息

• Synthesis of erythro- and threo-α-bromo-α′-fluorosuccinic acids
  作者：Milos Hudlicky

  DOI：10.1016/s0022-1139(00)81205-1

  日期：1984.7

  erythro- and threo-α-Bromo-α′-fluorosuccinic acids have been prepared from their corresponding dimethyl esters. Because of the extreme readiness of elimination of hydrogen fluoride in basic medium, a special method of acid hydrolysis had to be applied. Hydrogen and fluorine NMR spectra are reported.

  由它们相应的二甲基酯制备了赤-和苏-α-溴-α'-氟琥珀酸。由于极易在碱性介质中消除氟化氢，因此必须采用一种特殊的酸水解方法。报道了氢和氟NMR谱。
• HUDLICKY, M., J. FLUOR. CHEM., 1984, 25, N 3, 301-307
  作者：HUDLICKY, M.

  DOI：——

  日期：——
• 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.