9-(2,4-dinitrophenylhydrazone)-4,5-diazafluorene

• 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: 9-(2,4-dinitrophenylhydrazone)-4,5-diazafluorene
• 英文别名: cyclopenta[2,1-b;3,4-b']dipyridin-5-one-(2,4-dinitro-phenylhydrazone)；Cyclopenta[2,1-b;3,4-b']dipyridin-5-on-(2,4-dinitro-phenylhydrazon)；N-(3,13-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaen-8-ylideneamino)-2,4-dinitroaniline
• 化学式: C₁₇H₁₀N₆O₄
• 分子量: 362.304
• InChiKey: GEDCMONAVAAVHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  136.45
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  4,5-二氮芴-9-酮 、 2,4-二硝基苯肼 在 polystyrene sulfonic acid 作用下， 以 水 为溶剂， 反应 0.12h， 以83%的产率得到9-(2,4-dinitrophenylhydrazone)-4,5-diazafluorene
  参考文献：
  名称：

  Green Synthesis of Schiff Bases Derived from 4,5-Diazafluorene-9-one in Aqueous Medium Under Microwave Irradiation

  摘要：

  在微波辐照下，以聚苯乙烯磺酸为催化剂，以各种胺和 4,5- 二氮杂芴-9-酮为原料，在水中成功合成了一系列希夫碱，并取得了令人满意的收率。

  DOI：

  10.14233/ajchem.2013.13848

文献信息

• A highly selective chromo- and fluorogenic dual responding fluoride sensor: naked-eye detection of F? ion in natural water via a test paper
  作者：Zhi-hua Lin、Yong-gang Zhao、Chun-ying Duan、Bing-guang Zhang、Zhi-ping Bai

  DOI：10.1039/b601282e

  日期：——

  A highly selective and sensitive chromogenic and fluorogenic dual signal responding fluoride-sensor 1, comprising a Ru-bipy fluorophore (bipy = 2,2′-bipyridine) and a 2,4-dinitrophenylhydrazone chromophore was prepared and spectroscopically characterized. Uv-vis titrations with F− revealed the appearance of a new intense absorption band centered at about 580 nm which was accompanied by a dramatic change in color from yellow to magenta, with the association constant logK being 6.71 ± 0.04. Fluorescence spectra showed that upon addition of F−, the emission intensities enhanced significantly without any change in the excited and emission wavelengths, suggesting a potential photoinduced electronic transfer (PET) signaling transduction mechanism. An easy-to-prepare test paper which was obtained by putting a filter paper into an acetonitrile solution of 1, can detect F− in aqueous media, indicating the potential application for detecting F− in natural aqueous environments without any spectroscopic instrumentation. Spectroscopic titrations of the free ligand were also studied for comparison.

  本研究制备了一种高选择性、高灵敏度的发色性和发荧光性双信号响应氟化物传感器 1，该传感器由一个 Ru-bipy 发荧光团（bipy = 2,2â²-联吡啶）和一个 2,4-二硝基苯腙发荧光团组成，并对其进行了光谱学表征。用 Fâ 进行紫外可见滴定时，发现在约 580 纳米波长处出现了一条新的强烈吸收带，同时颜色也从黄色急剧变为品红色，关联常数 logK 为 6.71 ± 0.04。荧光光谱显示，加入 Fâ 后，发射强度显著增强，而激发波长和发射波长没有任何变化，这表明潜在的光诱导电子转移（PET）信号转导机制。将滤纸放入 1 的乙腈溶液中，就能在水介质中检测到 Fâ，这表明无需任何光谱仪器就能检测自然水环境中的 Fâ，是一种易于制备的试纸。为了进行比较，我们还研究了游离配体的光谱滴定法。