6,7-二甲氧基-4-(三氟甲基)香豆素 | 151625-32-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 6,7-二甲氧基-4-(三氟甲基)香豆素
• 英文名称: 6,7-Dimethoxy-4-(trifluoromethyl)coumarin
• 英文别名: 6,7-dimethoxy-4-(trifluoromethyl)chromen-2-one
• CAS: 151625-32-0
• 化学式: C₁₂H₉F₃O₄
• mdl: MFCD00674510
• 分子量: 274.196
• InChiKey: AUGARPZCYVFAFI-UHFFFAOYSA-N

物化性质

• 熔点：
  158-159 °C(lit.)
• 溶解度：
  在DMF中可溶

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  7

安全信息

• WGK Germany：
  3
• 海关编码：
  2932209090

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯酚 、 三氟乙酰乙酸乙酯 以60%的产率得到6,7-二甲氧基-4-(三氟甲基)香豆素
  参考文献：
  名称：

  Trifluorocoumarino Cryptands as Photoprotonic Molecules:  Basic Features and Theoretical Considerations

  摘要：

  The coupling between the fluorescence properties of the (trifluoromethyl)coumarino fluorophore and the protolytic state of the ion binding moiety of two fluorescent cryptands, F221 and F222, is investigated experimentally by carrying out steady-state and time-resolved fluorescence measurements. The high-intensity fluorescence emission of the diprotonated state of the these alkali ion-selective indicators, characterized by quantum yields of 0.6 and 0.83 as well as by lifetimes of 5.3 and 5.6 ns, are markedly quenched upon deprotonation, which leads to the monoprotonated state with quantum yields of 0.07 and 0.02 as well as lifetimes of 1.0 and 0.19 ns, respectively. The corresponding pK(a1) values are 7.07 for F221 and 5.85 for F222. The formation of the fully deprotonated state of the fluorescent cryptands, characterized by pK(a2) values of 10.6 and 9.3, respectively, is accompanied by a comparatively small additional reduction of the fluorescence quantum yield and lifetime. As a framework for the understanding of the pH-dependent fluorescence parameters, we suggest the concept of fluorescence quenching via photoinduced electron transfer (PeT), where the quenching process is assumed to be controlled by the pH-dependent availability of nonprotonated bridgehead N-atoms of the cryptand. These N-atoms act as electron donors with respect to the excited fluorophore, which functions as electron acceptor. In order to quantify the PeT energetics in the case of F221 and its monoprotonated state, one-electron oxidation and reduction potentials are determined by cyclic voltammetry for the parent cryptand [2.2.1] and the fluorophore derivative I as suitable model compounds, respectively. Experimental redox data are supplemented by simple estimations of the electrostatic energy contributions for the intramolecular radical ion pair produced through photoinduced charge separation and by corrections for the hydration energies. The resulting thermodynamic driving forces for PeT in the deprotonated F221 and its monoprotonated form show that PeT is favored for both of these species in water, where only a minor endergonic shift is observed for the monoprotonated as compared to the fully deprotonated compound. Therefore, the fully de- and the monoprotonated state of these fluorescent cryptands are regarded as being responsible for the reduction of the fluorescence quantum yield and the appearance of the second lifetime tau(2) at high pH. In contrast, PeT is expected to be completely blocked for the diprotonated state of these (trifluoromethyl)coumarino cryptands.

  DOI：

  10.1021/jp9910690

文献信息

• RADIATION DOSIMETRY SOL OR GEL AND RADIATION DOSIMETER COMPRISING SAME AS MATERIAL FOR RADIATION DOSIMETRY
  申请人：Riken

  公开号：EP3686632A1

  公开（公告）日：2020-07-29

  There is provided a radiation dosimetry sol or gel, and a radiation dosimeter containing the sol or the gel as a material for radiation dosimetry. A radiation dosimetry sol or gel characterized by comprising a compound (A) having an excitation light-induced fluorescence property that is changed by a radiolysis product of water; and a silicate salt (B). A radiation dosimetry sol or gel characterized by comprising a compound (A) having an excitation light-induced fluorescence property that is changed by a radiolysis product of water; a silicate salt (B); a water-soluble organic polymer (C) having an organic acid salt structure or an organic acid anion structure; and a dispersant (D) for the silicate salt (B). A radiation dosimeter comprising, as a material for radiation dosimetry, the above-mentioned radiation dosimetry sol or gel.

  提供了一种辐射剂量测定溶胶或凝胶，以及一种含有该溶胶或凝胶作为辐射剂量测定材料的辐射剂量计。 一种辐射剂量测定溶胶或凝胶，其特征在于包含一种化合物 (A)，该化合物具有由水的辐射分解产物改变的激发光诱导荧光特性；以及一种硅酸盐 (B)。 一种辐射剂量计溶胶或凝胶，其特征在于包含一种化合物（A），该化合物具有受水的辐射分解产物影响而改变的激发光诱导荧光特性；一种硅酸盐（B）；一种具有有机酸盐结构或有机酸阴离子结构的水溶性有机聚合物（C）；以及一种用于硅酸盐（B）的分散剂（D）。 一种辐射剂量计，包括作为辐射剂量测定材料的上述辐射剂量测定溶胶或凝胶。
• Radiation dosimetry sol or gel and radiation dosimeter comprising same as material for radiation dosimetry
  申请人：RIKEN

  公开号：US11150358B2

  公开（公告）日：2021-10-19

  A radiation dosimetry sol or gel, and a radiation dosimeter containing the sol or the gel as a material for radiation dosimetry. A radiation dosimetry sol or gel including a compound (A) having an excitation light-induced fluorescence property that is changed by a radiolysis product of water; and a silicate salt (B). A radiation dosimetry sol or gel including a compound (A) having an excitation light-induced fluorescence property that is changed by a radiolysis product of water; a silicate salt (B); a water-soluble organic polymer (C) having an organic acid salt structure or an organic acid anion structure; and a dispersant (D) for the silicate salt (B). A radiation dosimeter including, as a material for radiation dosimetry, the above-mentioned radiation dosimetry sol or gel.

  一种辐射剂量测定溶胶或凝胶，以及一种含有该溶胶或凝胶作为辐射剂量测定材料的辐射剂量计。一种辐射剂量测定溶胶或凝胶，包括一种化合物 (A)，其激发光诱导荧光特性会因水的辐射分解产物而改变；以及一种硅酸盐 (B)。一种辐射剂量测定溶胶或凝胶，包括一种化合物（A），其激发光诱导荧光特性会因水的辐射分解产物而改变；一种硅酸盐（B）；一种水溶性有机聚合物（C），其具有有机酸盐结构或有机酸阴离子结构；以及一种用于硅酸盐（B）的分散剂（D）。一种辐射剂量计，包括作为辐射剂量测定材料的上述辐射剂量测定溶胶或凝胶。
• Verfahren zur Erfassung von Biomolekülen, toxischen Substanzen, Polymeren und pharmazeutischen Wirkstoffen mittels zeitaufgelöster Laserspektroskopie
  申请人：Sauer, Markus

  公开号：EP0563998B1

  公开（公告）日：1998-11-25
• SELF INDICATING RADIATION ALERT DOSIMETER
  申请人：Patel Gordhabhai N.

  公开号：US20120205591A1

  公开（公告）日：2012-08-16

  Described is a self-indicating instant radiation dosimeter ( 1001 ) for monitoring high energy radiations, such as X-ray. The dosimeter contains a radiation sensitive, color changing, indicating composition ( 10 ), e.g., a diacetylene (R—C≡C—C≡C—R′, where R and R′ are substituents groups) or a radiochromic dye, a polymeric binder ( 20 ) and optionally a shelf life extender ( 50 ) or an activator ( 40 ). The radiation sensitive composition ( 10 ) changes color instantly when exposed to high energy radiation. The dose is estimated by comparing the color with a color reference chart or more accurately with a spectrophotometer or an optical densitometer. The radiation sensitive composition ( 10 ) is protected from low energy radiation such as UV light, by a layer of low energy absorbing materials, such as UV absorbers.
• Trifluorocoumarino Cryptands as Photoprotonic Molecules:  Basic Features and Theoretical Considerations
  作者：P. Buet、F. Kastenholz、E. Grell、G. Käb、A. Häfner、F. W. Schneider

  DOI：10.1021/jp9910690

  日期：1999.7.1

  The coupling between the fluorescence properties of the (trifluoromethyl)coumarino fluorophore and the protolytic state of the ion binding moiety of two fluorescent cryptands, F221 and F222, is investigated experimentally by carrying out steady-state and time-resolved fluorescence measurements. The high-intensity fluorescence emission of the diprotonated state of the these alkali ion-selective indicators, characterized by quantum yields of 0.6 and 0.83 as well as by lifetimes of 5.3 and 5.6 ns, are markedly quenched upon deprotonation, which leads to the monoprotonated state with quantum yields of 0.07 and 0.02 as well as lifetimes of 1.0 and 0.19 ns, respectively. The corresponding pK(a1) values are 7.07 for F221 and 5.85 for F222. The formation of the fully deprotonated state of the fluorescent cryptands, characterized by pK(a2) values of 10.6 and 9.3, respectively, is accompanied by a comparatively small additional reduction of the fluorescence quantum yield and lifetime. As a framework for the understanding of the pH-dependent fluorescence parameters, we suggest the concept of fluorescence quenching via photoinduced electron transfer (PeT), where the quenching process is assumed to be controlled by the pH-dependent availability of nonprotonated bridgehead N-atoms of the cryptand. These N-atoms act as electron donors with respect to the excited fluorophore, which functions as electron acceptor. In order to quantify the PeT energetics in the case of F221 and its monoprotonated state, one-electron oxidation and reduction potentials are determined by cyclic voltammetry for the parent cryptand [2.2.1] and the fluorophore derivative I as suitable model compounds, respectively. Experimental redox data are supplemented by simple estimations of the electrostatic energy contributions for the intramolecular radical ion pair produced through photoinduced charge separation and by corrections for the hydration energies. The resulting thermodynamic driving forces for PeT in the deprotonated F221 and its monoprotonated form show that PeT is favored for both of these species in water, where only a minor endergonic shift is observed for the monoprotonated as compared to the fully deprotonated compound. Therefore, the fully de- and the monoprotonated state of these fluorescent cryptands are regarded as being responsible for the reduction of the fluorescence quantum yield and the appearance of the second lifetime tau(2) at high pH. In contrast, PeT is expected to be completely blocked for the diprotonated state of these (trifluoromethyl)coumarino cryptands.