2-Ketopentanedioic acid pfbo-tms

• 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: 2-Ketopentanedioic acid pfbo-tms
• 英文别名: bis(trimethylsilyl) 2-[(2,3,4,5,6-pentafluorophenyl)methoxyimino]pentanedioate
• 化学式: C₁₈H₂₄F₅NO₅Si₂
• 分子量: 485.555
• InChiKey: NBAOCXSOVAPOGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  alpha-酮戊二酸 、 O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine 、 N,O-bis(trimethylsilyl)trifluoroacetamide 以 水 、 乙腈 、 正己烷 、 二氯甲烷 为溶剂， 反应 24.67h， 生成 2,2,2-三氟乙酰胺 、 乙酰胺,2,2,2-三氟-N-(三甲基甲硅烷基)- 、 2-Ketopentanedioic acid pfbo-tms
  参考文献：
  名称：

  Identification of Products Containing −COOH, −OH, and −CO in Atmospheric Oxidation of Hydrocarbons

  摘要：

  Atmospheric oxidation of hydrocarbons by hydroxyl radicals and ozone leads to products containing -COOH, -OH, and -C=O functional groups. The high polarity of such compounds precludes direct GC-MS analysis. In addition, many such compounds often exist in a single sample at trace levels. An analytical method has been developed to identify compounds containing one or more functional groups of carbonyl, carboxy, and hydroxy in atmospheric samples. In the method, -C=O groups are derivatized using 0-(2,3,4,5,6-pentafluorobenzyl) hydroxy amine (PFBHA), and -COOH and -OH groups are derivatized using a silylation reagent N,O-bis(trimethylsilyl)trifluoro-acetamide (BSTFA). The derivatives are easily resolved by a GC column. The chemical ionization mass spectra of these derivatives exhibit several pseudomolecular ions, allowing unambiguous determination of molecular weights. Functional group identification is accomplished by monitoring the ions in the electron ionization mass spectra that are characteristic of each functional group derivative: m/z 181 for carbonyl and m/z 73 and 75 for carboxyl and hydroxy groups. The method is used to identify products in laboratory studies of ozone oxidation of alpha-pinene and Delta(3)-carene. Among products from ozone oxidation of alpha-pinene, we have detected pinonaldehyde, norpinonaldehyde , pinonic acid, norpinonic acid, C-10 hydroxy dicarbonyls, pinic acid, 2,2-dimethyl-3-(formylmethyl)-cyclobutane-formic acid, and a product that has a molecular weight of 156 and contains a C=O and a COOH/OH group. The latter two products have not been reported previously. Delta(3)-carene is structurally analogous to alpha-pinene in that both have an internal unsaturated bond where ozone oxidation takes place. We have also identified the corresponding analogous products, of which all but caronaldehyde are reported for the first time.

  DOI：

  10.1021/es980129x