| 1421611-42-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1421611-42-8
• 化学式: C₁₃H₉N₂O₃
• 分子量: 241.226
• InChiKey: SLHOVHNNONKHGF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.56
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  苯酚,4-[(E)-[(4-硝基苯基)亚甲基]氨基]- 在 四丁基氢氧化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  Nitro-Substituted 4-[(Phenylmethylene)imino]phenolates: Solvatochromism and Their Use as Solvatochromic Switches and as Probes for the Investigation of Preferential Solvation in Solvent Mixtures

  摘要：

  Four 4-[[(4-nitrophenyl)methylene]imino]phenols (2a-d) were synthesized. After deprotonation in solution, they formed the solvatochromic phenolates 3a-d, which revealed a reversal in solvatochromism. Their UV-vis spectroscopic behavior was explained on the basis of the interaction Of the dyes with the medium through combined effects, such as nonspecific solute-solvent interactions and hydrogen bonding between the solvents and the nitro and phenolate groups. Dyes 3a-c were used as probes to investigate binary solvent mixtures, and the synergistic behavior observed was attributed to solvent-solvent and solute-solvent interactions. A very unusual UV-vis spectroscopic behavior occurred with dye 3d, which has in its molecular structure two nitro substituents as acceptor groups and two phenyl groups on the phenolate moiety. In alcohol/water mixtures, the E-T(3d) values increase from pure alcohol (methanol, ethanol, and propan-2-ol) until the addition of up to 80-96% Water. Subsequently, the addition of a small amount of water causes a very sharp reduction in the E-T(3d) value (for methanol, this corresponds to a bathochromic shift from 543 to 732 nm). This represents the first example of a solvatochromic switch triggered by a subtle change in the polarity of the medium, the color of the solutions being easily reversed by adding small amounts of the required cosolvent.

  DOI：

  10.1021/jo301890r
• 作为试剂：
  描述：

  四丁基氟化铵 、 MESO-八甲基杯(4)吡咯 在 C₁₃H₉N₂O₃^(1-) 作用下， 以 乙腈 、 水 为溶剂， 生成
  参考文献：
  名称：

  基于4-（4-硝基亚苄基亚胺）苯酚对氟化物或氰化物具有高度选择性的阴离子发色化学传感器

  摘要：

  在两种策略中使用了4-（4-硝基亚苄基胺）苯酚，可以高度选择性地检测F-和CN-。首先，乙腈中的化合物充当生色化学传感器，其基于这样的想法，即更多的碱性阴离子引起其去质子化（无色溶液），生成含有酚盐的有色溶液。通过向乙腈中添加1.4％的水来区分CN-相对于F-：水优先使F-溶剂化，而使CN-游离以使化合物去质子化。另一种策略涉及一种测定，该测定包括酚盐染料与分析物之间在乙腈中对杯[4]吡咯的竞争，乙腈是对F-高度选择性的受体。苯甲酸酯和杯[4]吡咯形成氢键结合的复合物，该复合物改变了介质的颜色。在添加各种阴离子时，

  DOI：

  10.1590/s0103-50532012005000007

文献信息

• Spectrometric and kinetics studies involving anionic chromogenic chemodosimeters based on silylated imines in acetonitrile or acetonitrile–water mixtures
  作者：Celso R. Nicoleti、Leandro G. Nandi、Gianluca Ciancaleoni、Vanderlei G. Machado

  DOI：10.1039/c6ra23156j

  日期：——

  chemodosimeters (1–3) based on silylated imines were synthesized and characterized. Solutions of compound 1 in acetonitrile with 4.0% (v/v) of water are colorless, but with the addition of several anions only CN−, and to a lesser extent F−, changed the color of the solutions to orange. However, compounds 2 and 3 were selective toward F− in acetonitrile. The nucleophilic attack of F− or CN− on the silicon center of

  合成并表征了三种基于甲硅烷基化亚胺的生色阴离子化学计量计（1-3）。化合物的溶液1在乙腈与水的4.0％（V / V）是无色的，但随着增加几个阴离子仅CN - ，以及在较小程度上˚F - ，改变了解决方案，以橙色的颜色。然而，化合物2和3是有选择朝向˚F -乙腈溶液。F的亲核攻击-或CN -对chemodosimeters的硅中心，通过S Ñ2 @ Si机理，释放出有色酚盐作为离去基团。PGSE NMR数据证实了该反应的机理。动力学研究进行了，表明对于该反应获得了更高的二阶速率常数1为F - 。加入水到系统减少F的亲核性- ，示出相对于一个较慢的二阶速率常数为CN - ，后者阴离子为更小的水合和用于上的硅中心的亲核攻击的多种反应性物质1。