O-(2,3,4,5,6-五氟苄基)甲醛肟 | 86356-73-2

• 物质功能分类: 分析化学 - 标准品 - 有机污染物标样
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: O-(2,3,4,5,6-五氟苄基)甲醛肟
• 中文别名: O-(2,3,4,5,6-五氟苄氧基)甲醛肟；PFBOA-甲醛；五氟苄基甲醛肟标准品
• 英文名称: Formaldehyde O-pentafluorophenylmethyl-oxime
• 英文别名: O-(2,3,4,5,6-Pentafluorobenzyl)formaldoxime；N-[(2,3,4,5,6-pentafluorophenyl)methoxy]methanimine
• CAS: 86356-73-2
• 化学式: C₈H₄F₅NO
• mdl: MFCD00191477
• 分子量: 225.118
• InChiKey: SRTQFRQWTUMMTC-UHFFFAOYSA-N

物化性质

• 熔点：
  24 °C
• 闪点：
  24 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  7

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2928000090
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 邻-(2,3,4,5,6-五氟苄基)羟胺盐酸盐 生成 O-(2,3,4,5,6-五氟苄基)甲醛肟
  参考文献：
  名称：

  Sampling and Determination of Formaldehyde Using Solid-Phase Microextraction with On-Fiber Derivatization

  摘要：

  气态甲醛的采样方法是用吸附在聚（二甲基硅氧烷）/二乙烯基苯固相微萃取纤维上的邻(2,3,4,5,6-五氟苄基)羟胺盐酸盐（PFBHA）进行衍生化。反应产物为肟，热稳定性非常好，对光不敏感。这种肟可以通过带有火焰离子化检测器和其他检测器的气相色谱法进行分析。将 PFBHA 加载到纤维上的方法是从 PFBHA 的水溶液中进行室温顶空萃取。装载和解吸未反应的 PFBHA 以及形成的肟的过程具有高度的可重复性和可逆性，一根纤维可进行 200 多个装载、取样和分析步骤。所研究的标准甲醛气体浓度范围为 15 至 3200 ppbv，采样时间为 10 秒至 12 分钟。在固定的采样时间内，可通过面积计数与甲醛浓度函数的校准曲线进行插值来实现定量。采样时间为 10 秒时，方法检测限为 40 ppbv；采样时间为 300 秒时，方法检测限为 4.6 ppbv。这等同于或优于所有其他采用采样列车或被动采样技术的气态甲醛传统抓取采样方法。另外，气态甲醛还可通过经验确定的明显一阶速率常数（25 °C 时为 0.0030 ng/(ppbv s)）来量化吸附的 PFBHA 和气态甲醛之间的反应。利用这一一阶速率常数，无需校准曲线即可进行定量分析，只需用肟对检测器进行校准。这种新方法用于对已知含有甲醛和其他羰基化合物的空气以及化妆品和建筑产品等各种基质进行顶空采样。

  DOI：

  10.1021/ac9711394

文献信息

• Henry's Law Constants of Carbonyl−Pentafluorobenzyl Hydroxylamine (PFBHA) Derivatives in Aqueous Solution
  作者：Hugo Destaillats、M. Judith Charles

  DOI：10.1021/je025545i

  日期：2002.11.1

  components in urban and rural atmospheres. The design of efficient samplers based on aqueous solutions of the derivatization reagent O-(2,3,4,5,6-pentafluorobenzyl) hydroxylamine (PFBHA) requires knowledge of how the carbonyl−PFBHA derivatives partition between water and air. We have determined the Henry's law constant at 25 °C for 16 PFBHA derivatives of carbonyls that represent typical analytes present

  空气中羰基化合物的原位衍生化可以提高旨在量化城市和农村大气中这些痕量成分的采样方法的效率。基于衍生试剂O-（2,3,4,5,6-五氟苄基）羟胺（PFBHA）的水溶液的高效采样器的设计需要知道羰基-PFBHA衍生物如何在水和空气之间分配。我们已经确定了代表在环境中存在的典型分析物的16种羰基PFBHA衍生物在25°C下的亨利定律常数。采用惰性气体汽提方法，然后通过GC-离子阱质谱法（GC / ITMS）测量衍生物的水溶液浓度。亨利定律常数的取值范围是（37至268）Pa·m3 ·mol -1。我们评估了几个分子描述符，以研究这些化合物的分配行为的定量结构-性质关系（QSPR）。分子体积，分子表面积和极化率与k H更好地相关，而偶极矩被证明是极不敏感的描述子。评估了K H在（5至25）°C范围内的温度依赖性。这些数据导致的估计Δ ħ ∞和Δ小号∞，其范围为从Δ ħ ∞ =（17至60）千焦·摩尔-1和Δ小号∞
• Detection limits of electron and electron capture negative ionization-mass spectrometry for aldehydes derivatized with <i>o</i>-(2,3,4,5,6-pentafluorobenzyl)-hydroxylamine hydrochloride
  作者：Josef Beránek、Darrin A. Muggli、Alena Kubátová

  DOI：10.1016/j.jasms.2009.12.009

  日期：2010.4.1

  In contrast to common expectations, the differences in limits of detection (LODs) between electron capture negative ionization (ECNI) and electron ionization (EI) mass spectrometry (MS) were found to be insignificant for a wide range of aldehydes derivatized with o-(2,3,4,5,6-pentafluorobenzyl)-hydroxylamine hydrochloride. Comparison of the two ionization methods based on LOD confidence intervals revealed that a traditional presentation of the LOD or limit of quantitation (LOQ) as a single value may over/underestimate the significance of obtained results. LODs were between 20 and 150 pg injected for the majority of tested derivatized carbonyls using both ionization methods. ECNI-MS improved LODs by ∼10- to 20-fold only for two derivatized aldehydes, 4-hydroxybenzaldehyde and 5-(hydroxymethyl)furfural. Selectivity of ECNI did not appear to be beneficial when analyzing a wood smoke particulate matter (WS-PM) extract, possibly because the majority of interferences were removed during sample preparation (i.e., liquid-liquid extraction). The impact of four different data acquisition modes of transmission quadrupole (TQ)-MS on LODs and their precisions was also investigated. As expected, LODs in the selected ion monitoring (SIM) were ∼two to four times lower than those obtained using total ion current (TIC) mode. More importantly, TQ-MS in the selected ion-total ion (SITI) mode (i.e., acquiring SIM and TIC data in a single analysis) provided signal-to-noise ratios and precisions, which were comparable to SIM alone.

  与常见预期相反，电子捕获负离子化（ECNI）和电子离子化（EI）质谱（MS）在检测限（LOD）方面的差异，对于一系列与o-(2,3,4,5,6-五氟苯基)-羟胺盐酸盐衍生化的醛类物质，发现并不显著。基于LOD置信区间对这两种离子化方法的比较显示，传统将LOD或定量限（LOQ）呈现为单一值的方法，可能会高估或低估所获得结果的重要性。使用这两种离子化方法测试的大多数衍生化羰基物质的LOD在20到150皮克克之间。ECNI-MS仅对两个衍生化醛类物质，即4-羟基苯甲醛和5-(羟甲基)呋喃醛，将LOD提高了约10到20倍。ECNI的选择性在分析木烟颗粒物（WS-PM）提取物时似乎并不有利，这可能是因为在样品准备过程中（即液-液提取）大多数干扰物质已被去除。还调查了四种不同数据采集模式下的传输四极杆（TQ）-MS对LOD及其精度的影响。正如预期的那样，选择离子监测（SIM）模式下的LOD大约比使用总离子流（TIC）模式获得的值低两到四倍。更重要的是，TQ-MS在选择离子-总离子（SITI）模式下（即在一次分析中同时获得SIM和TIC数据）提供的信噪比和精度与单独的SIM相当。
• Identifying Airborne Carbonyl Compounds in Isoprene Atmospheric Photooxidation Products by Their PFBHA Oximes Using Gas Chromatography/Ion Trap Mass Spectrometry
  作者：Jianzhen. Yu、Harvey E. Jeffries、Richard M. Le Lacheur

  DOI：10.1021/es00008a009

  日期：1995.8.1

  Coupled with gas chromatographic/mass spectrometric detection, the oxime formation of aldehydes and ketones by reaction with O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine hydrochloride (PFBHA) can be used to determine multi-functional airborne carbonyls as well as simple carbonyls. In this study, we report that methane chemical ionization of the PFBHA-carbonyl derivatives in an ion trap mass spectrometer provides for the determination of molecular weights of unknown carbonyls. We first report the study of model carbonyl compounds and then illustrate examples of detecting and identifying carbonyl products from methyl vinyl ketone and methacrolein experiments conducted in an indoor irradiation chamber and from isoprene experiments conducted in a dual outdoor smog chamber. The examples show th at multifunctional carbonyls do account for part of the missing reaction products in the atmospheric oxidation of isoprene. The advantages of PFBHA derivatives over the normally used 2,4-dinitrophenylhydrazine (DNPH) derivatives will also be discussed.
• GLAZE, WILLIAM H.;KOGA, MINORU;CANCILLA, DEVON, ENVIRON. SCI. AND TECHNOL., 23,(1989) N, C. 838-847
  作者：GLAZE, WILLIAM H.、KOGA, MINORU、CANCILLA, DEVON

  DOI：——

  日期：——
• YAMADA, HARUMI;SOMIYA, ISAO, OZONE: SCI. AND ENG., 11,(1989) N, C. 127-141
  作者：YAMADA, HARUMI、SOMIYA, ISAO

  DOI：——

  日期：——