3-chloro-1,8-naphthalic anhydride | 23921-27-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-chloro-1,8-naphthalic anhydride
• 英文别名: 4-Chloro-1,8-naphthalic anhydride；3-chloro-naphthalene-1,8-dicarboxylic acid anhydride；3-Chlor-naphthalin-1,8-dicarbonsaeure-anhydrid；3-chloro-1,8-naphthalic acid anhydride；7-Chloro-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaene-2,4-dione
• CAS: 23921-27-9
• 化学式: C₁₂H₅ClO₃
• 分子量: 232.623
• InChiKey: NJUUNEPNVCPIRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 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：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-chloro-1,8-naphthalic anhydride 在 sodium methylate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 2-(2-(二甲基氨基)乙基)-5-甲氧基-1H-苯并[去]异喹啉-1,3(2H)-二酮
  参考文献：
  名称：

  Unusually High Fluorescence Enhancement of Some 1,8-Naphthalimide Derivatives Induced by Transition Metal Salts

  摘要：

  Three-component systems, 1a-c and 2a,b, comprising 1,8-naphthalimide and 4-methoxy-1,8-naphthalimide as fluorophore, a dimethylamino moiety as guest binding site and a polymethylene group as spacer, have been synthesized and the fluorescence behavior of these systems has been studied in the absence and in the presence of the salts of several transition metal ions. The systems an found to be very weakly fluorescent compared to their constituent fluorophores (3 and 4) and this observation has been ascribed to photoinduced intramolecular electron transfer (PIET) between the electron rich amino moiety (donor) and relatively electron deficient fluorophore component (acceptor). Spectral and electrochemical data indicate the thermodynamic feasibility of PIET (exergonic free energy changes) in these multicomponent systems and PIET is found to be most efficient in systems where the fluorophore and the amino moiety are separated by two methylene groups. Fluorescence decay behavior of the systems suggest that PIET occurs by a through-space mechanism. In the presence of the transition metal ions, well-known for their fluorescence quenching abilities, the present systems exhibit significant fluorescence enhancement (FE). Moreover, it has been observed that guest-induced FE can even be severalfold higher than that expected from consideration of PIET in the system. It is suggested that a system can exhibit unusually high FE when the guest is capable of inducing FE by more than one means, in the present case, it is shown that preferential solvation of the fluorophore by the water molecules of the hydrated metal salts could be partially responsible for the high FE values.

  DOI：

  10.1021/jp000333i
• 作为产物：
  描述：

  3-硝基-1,8-萘二甲酸酐 在 五氯化磷 作用下， 生成 3-chloro-1,8-naphthalic anhydride
  参考文献：
  名称：

  Fernandez Brana; Martinez Sanz; Castellano, European Journal of Medicinal Chemistry, 1981, vol. 16, # 3, p. 207 - 212

  摘要：

  DOI：

文献信息

• N(Aminoalkyl)-naphthalimides and their derivatives
  申请人：Laboratorios Made, S.A.

  公开号：US04204063A1

  公开（公告）日：1980-05-20

  N-substituted-3-substituted naphthalimides are prepared by reacting 3-substituted naphthalic acid with a compound having a primary amino group. The naphthalimides possess cytotoxic properties.

  N-取代-3-取代萘酰亚胺是通过将3-取代萘甲酸与具有一次氨基的化合物反应制备的。这些萘酰亚胺具有细胞毒性。
• Oral care compositions with color changing indicator
  申请人：Sabnis W. Ram

  公开号：US20060222601A1

  公开（公告）日：2006-10-05

  The invention describes color changing toothpastes and mouthwashes which contains acid-base indicator(s) for interaction with the oral cavity to provide a color change indicative of treatment time.

  这项发明描述了含有酸碱指示剂的变色牙膏和漱口水，用于与口腔相互作用，以提供治疗时间的颜色变化指示。
• First X-ray Structure of a<i>N</i>-Naphthaloyl-Tethered Chiral Dirhodium(II) Complex: Structural Basis for Tether Substitution Improving Asymmetric Control in Olefin Cyclopropanation
  作者：Ashraf Ghanem、Michael G. Gardiner、Rachel M. Williamson、Paul Müller

  DOI：10.1002/chem.200903231

  日期：2010.3.15

  Good‐ee! The first one‐pot olefin cyclopropanation that gives high ee is reported. The optimized catalyst is the 4‐Br‐substituted chiral paddle‐wheel tetracarboxylatodirhodium(II) complex based on N‐naphthaloyl‐(S)‐tert‐leucinate. X‐ray structural analysis of the parent catalyst reveals a square chiral crown cavity shrouding the axial coordination site (see figure).

  睦邻EE！据报道，第一个单釜烯烃环丙烷化可产生高ee。最优化的催化剂是基于N-萘甲酰基-（S）-叔亮氨酸酯的4-Br-取代的手性桨轮四羧甲基二铑（II）配合物。母体催化剂的X射线结构分析显示，方形手性冠状腔笼罩着轴向配位点（见图）。
• Personal care compositions with color changing indicator
  申请人：Sabnis W. Ram

  公开号：US20060222675A1

  公开（公告）日：2006-10-05

  The invention describes a composition for use in disinfecting a surface for personal use, such as a public restroom facility or telephone. The composition and delivery of the composition provides for the placement of a thin layer of disinfectant which includes a acid-base indicator. The acid-base indicator disappears as the thin layer effects the germicidal activity of the disinfectant. The composition is also rapidly drying, so that the acid-base indicator disappears as well as the disinfecting composition leaving the surface dry. The invention also relates to use of the compositions in a lotion, such as a sunscreen. Use of the acid-base indicator provides a method to visualize where the lotion is applied by color, with the color then later dissipating.

  本发明描述了一种用于消毒个人使用表面的组合物，例如公共洗手间或电话。该组合物及其输送方式提供了一层薄薄的消毒剂，其中包括酸碱指示剂。随着薄层发挥消毒剂的杀菌活性，酸碱指示剂消失。该组合物也具有快速干燥的特性，因此酸碱指示剂以及消毒剂在表面干燥后也会消失。本发明还涉及将该组合物用于洗涤剂，例如防晒霜。使用酸碱指示剂提供了一种通过颜色可视化涂抹洗涤剂的方法，颜色随后会消失。
• Novelty compositions with color changing indicator
  申请人：Sabnis W. Ram

  公开号：US20060236470A1

  公开（公告）日：2006-10-26

  Compositions and methods for producing novel paints, bubbles, markers and cosmetics are described.

  本发明涉及一种生产新型涂料、气泡、标记笔和化妆品的组合物和方法。