benzoic acid pentafluorobenzyl ester | 21635-04-1

• 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: benzoic acid pentafluorobenzyl ester
• 英文别名: Pentafluorobenzyl benzoate；(2,3,4,5,6-pentafluorophenyl)methyl benzoate
• CAS: 21635-04-1
• 化学式: C₁₄H₇F₅O₂
• 分子量: 302.2
• InChiKey: DTKYUIQOUAONTH-UHFFFAOYSA-N

物化性质

• 沸点：
  309.9±37.0 °C(Predicted)
• 密度：
  1.445±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  4
• 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：
  7

反应信息

• 作为产物：
  描述：

  五氟苯甲醇 、 苯甲酸 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 benzoic acid pentafluorobenzyl ester
  参考文献：
  名称：

  Selective Determination of Pentafluorobenzyl Ester Derivatives of Carboxylic Acids by GC Using Microwave Plasma and Mass Selective Detection

  摘要：

  已开发出一种基于氟选择性气相色谱（GC）检测五氟苯甲酸酯衍生物的高度选择性、敏感的水中羧酸测定方法。大气压氦微波诱导等离子体检测器非常适合氟特异性检测这些衍生物，这些衍生物通过毛细管GC得到很好的分辨，并在GC-质谱选择性检测时表现出特征性的碎裂行为。为了演示目的，检测了一系列从C1到C20的羧酸，并发现它们的衍生产率大于90％，并对一份小溪水样品进行了羧酸含量检测。

  DOI：

  10.1366/0003702914335193

文献信息

• Metabolism of chlorophenylalanines in crop and weed plants in relation to the formation of potential herbicidal end products☆
  作者：David C. Taylor、Frank Wightman、Clem W. Kazakoff

  DOI：10.1016/0031-9422(88)80592-2

  日期：——

  Abstract Metabolism of 12 synthetic d , l -chlorophenylalanines has been examined in several crop and weed plants. Twenty-five gram samples of excised shoots or leaves of bushbean, soybean, corn, pigweed, lambsquarters and giant foxtail were allowed to metabolize 10 −4 M solutions of the d , l -chlorophenylalanines for 24 hr in continuous light. The plant samples were then extracted in 80% methanol

  摘要 12 种合成 d , l - 氯苯丙氨酸在几种作物和杂草植物中的代谢情况已被检测。25 克从灌木豆、大豆、玉米、猪草、羊羔和大狗尾草的切下枝条或叶子的样品在连续光照下代谢 10 -4 M d，l-氯苯丙氨酸溶液 24 小时。然后将植物样品用 80% 甲醇提取，并将可溶性酸性代谢物分馏到乙醚中。每种醚浓缩物通过从 PrepSep C18 柱的分级洗脱进行部分纯化，然后通过 HPLC 进行分析。收集的馏分用五氟苄溴酯化并通过 GC-MS 检查以证明存在氯苯乙酸、氯苯甲酸和/或氯肉桂酸的 PFB 酯。
• 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.
• JACOBSSON, SVEN;LARSSON, ALF;ARBIN, ASTRID;HAGMAN, ANDERS, J. CHROMATOGR., 447,(1988) N 2, C. 329-340
  作者：JACOBSSON, SVEN、LARSSON, ALF、ARBIN, ASTRID、HAGMAN, ANDERS

  DOI：——

  日期：——
• Selective Determination of Pentafluorobenzyl Ester Derivatives of Carboxylic Acids by GC Using Microwave Plasma and Mass Selective Detection
  作者：Jeffrey H. Brill、Bikshandarkoil A. Narayanan、John P. McCormick

  DOI：10.1366/0003702914335193

  日期：1991.12

  A highly selective, sensitive method for determination of carboxylic acids in water has been developed that is based on fluorine-selective gas chromatography (GC) detection of pentafluorobenzyl ester derivatives. The atmospheric-pressure helium microwave-induced plasma detector is well suited for fluorine-specific detection of these derivatives, which were well resolved by capillary GC and displayed a characteristic fragmentation behavior when examined by GC-mass selective detection. For demonstration purposes, a number of carboxylic acids, ranging from C₁ to C₂₀, were examined and found to be derivatized with yields greater than 90%, and a sample of creek water was examined for its carboxylic acid content.

  已开发出一种基于氟选择性气相色谱（GC）检测五氟苯甲酸酯衍生物的高度选择性、敏感的水中羧酸测定方法。大气压氦微波诱导等离子体检测器非常适合氟特异性检测这些衍生物，这些衍生物通过毛细管GC得到很好的分辨，并在GC-质谱选择性检测时表现出特征性的碎裂行为。为了演示目的，检测了一系列从C1到C20的羧酸，并发现它们的衍生产率大于90％，并对一份小溪水样品进行了羧酸含量检测。