2-碘菲-9,10-二酮 | 16218-31-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 2-碘菲-9,10-二酮
• 英文名称: 2-iodophenanthrenequinone
• 英文别名: 2-iodo-9,10-phenanthrenequinone；2-Iodophenanthrene-9,10-dione
• CAS: 16218-31-8
• 化学式: C₁₄H₇IO₂
• 分子量: 334.113
• InChiKey: NKXXGBGMYWPUSM-UHFFFAOYSA-N

物化性质

• 熔点：
  232-235 °C
• 沸点：
  471.6±24.0 °C(Predicted)
• 密度：
  1.844±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-碘菲-9,10-二酮 在 palladium on activated charcoal 4-二甲氨基吡啶 、 copper(l) iodide 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 、 三苯基膦 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 水 为溶剂， 反应 12.5h， 生成 5-[1,2]Dithiolan-3-yl-pentanoic acid 3-(9,10-dioxo-9,10-dihydro-phenanthren-2-yl)-prop-2-ynyl ester
  参考文献：
  名称：

  The electrochemically tuneable hydrogen bonding interactions between a phenanthrenequinone-functionalized self-assembled monolayer and a phenyl-urea terminated dendrimer

  摘要：

  We report the application of electrochemistry to detect and modulate hydrogen bonding interactions between a phenan-threnequinone-functionalized self-assembled monolayer and a phenyl-urea terminated dendrimer. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.117
• 作为产物：
  描述：

  2-氨基菲醌 在 硫酸 、 sodium nitrite 作用下， 生成 2-碘菲-9,10-二酮
  参考文献：
  名称：

  Preparation of 2-Iodophenanthrenequinone

  摘要：

  DOI：

  10.1021/ja01316a053

文献信息

• PHENANTHRENEQUINONE COMPOUND, ELECTRODE ACTIVE MATERIAL, AND POWER STORAGE DEVICE
  申请人：Ohtsuka Yu

  公开号：US20100047688A1

  公开（公告）日：2010-02-25

  Disclosed is a novel organic compound synthesized by oligomerizing or polymerizing a specific quinone compound having two quinone groups at the ortho position and having a property such that the electron transfer occurs associated with a reversible redox reaction, the organic compound being insoluble in an organic solvent and having a high energy density, and thus being useful as an electrode active material for a power storage device. Using this organic compound as an electrode active material can improve the energy density, reduce the weight and size, and improve the functionality of the power storage device.

  揭示了一种新型有机化合物，通过寡聚或聚合具有两个醌基团位于邻位的特定醌化合物合成，具有电子转移伴随可逆氧化还原反应发生的性质，该有机化合物在有机溶剂中不溶解且具有高能量密度，因此可用作储能装置的电极活性材料。将这种有机化合物用作电极活性材料可以提高能量密度，减轻重量和体积，并改善储能装置的功能性。
• HETEROCYCLIC COMPOUND
  申请人：Osaka Harue

  公开号：US20120197020A1

  公开（公告）日：2012-08-02

  Provided is a novel heterocyclic compound which can be used for a light-emitting element, as a host material of a light-emitting layer in which a light-emitting substance is dispersed. A heterocyclic compound represented by a general formula (G1) is provided. In the formula, A represents any of a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, and a substituted or unsubstituted carbazolyl group, R 11 to R 19 separately represent any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 14 carbon atoms, and Ar represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms.

  提供了一种新颖的杂环化合物，可用作发光元件，作为发光物质分散的发光层中的主体材料。提供了一个由通式（G1）表示的杂环化合物。在该式中，A代表取代或未取代的二苯并噻吩基团、取代或未取代的二苯并呋喃基团和取代或未取代的咔唑基团，R11至R19分别代表氢、具有1至4个碳原子的烷基基团，以及具有6至14个碳原子的取代或未取代的芳基基团，Ar代表具有6至13个碳原子的取代或未取代的芳基烯基团。
• Development of Chemical Sensors Based on Redox-Dependent Receptors. Preparation and Characterization of Phenanthrenequinone-Modified Electrodes
  作者：Yu Ge、Diane K. Smith

  DOI：10.1021/ac991120w

  日期：2000.4.1

  The study of phenanthrenequinone(PQ)-modified electrodes, prepared by electropolymerization of a phenanthrenequinone-pyrrole derivative, is described. The surface-confined PQ is shown to behave similarly to PQ in solution, acting as a redox-dependent receptor toward aromatic ureas in aprotic solvents. Large, positive shifts in the E1/2 of the PQ0/- redox couple are observed in the presence of these ureas, due to a strong hydrogen bonding interaction between the PQ radical anion and urea. The effect is fully reversible. Of the substrates examined, only aromatic ureas produce a significant shift. Nonaromatic ureas or other HN and HO containing compounds have little effect on the E1/2. The magnitude of the shift is also independent of electrode coverage, allowing reproducible measurements to be made despite significant loss in material from the surface.

  描述了通过电聚合苯并喹啉-吡咯衍生物制备的苯并喹啉（PQ）修饰电极的研究。结果表明，表面限制的PQ表现得与溶液中的PQ相似，充当了非质子溶剂中对芳香胺的氧化还原依赖性受体。在存在这些胺时，PQ0/-氧化还原对的E1/2发生了较大的正位移，这是由于PQ自由基阴离子与尿素之间强氢键作用所致。该效应是完全可逆的。在所研究的底物中，只有芳香胺能产生显著的位移。非芳香胺或其他含HN和HO的化合物对E1/2几乎没有影响。位移的大小也与电极覆盖度无关，使得尽管表面材料有显著损失，仍能进行可重复的测量。
• Photocontrol of ion permeation in lipid vesicles with (bola)amphiphilic spirooxazines
  作者：Yamuna S. Kandasamy、Jianxin Cai、John G. Ottaviano、Kelti A. Smith、Ashley N. Williams、Jarod Moore、Kristen M. Louis、Lindsay Selzler、Alisha Beler、Tobechi Okwuonu、R. Scott Murphy

  DOI：10.1039/c5ob01993a

  日期：——

  (Bola)amphiphilic spirooxazines have been prepared and photocontrol of ion permeation was observed in lipid vesicles.

  (Bola)两性螺氧化嗪已经制备完成，并观察到在脂质囊泡中对离子渗透的光控制。
• Tuning the Singlet-Triplet Gap in Metal-Free Phosphorescent π-Conjugated Polymers
  作者：Debangshu Chaudhuri、Henning Wettach、Kipp J. van Schooten、Su Liu、Eva Sigmund、Sigurd Höger、John M. Lupton

  DOI：10.1002/anie.201003291

  日期：2010.10.11

  Glow in the dark: A tunable singlet–triplet exchange gap arises in optically active conjugated polymers that exhibit both strong fluorescence from the singlet state and pronounced phosphorescence from triplet excitations (see picture). The polymers were incorporated into organic light‐emitting diodes (OLEDs).

  在黑暗中发光：光学活性共轭聚合物中出现可调节的单重态-三重态交换间隙，这些聚合物既显示出来自单重态的强荧光，也显示出来自三重态激发的显着磷光（见图）。将该聚合物掺入有机发光二极管（OLED）中。