1,2-二甲基-1H-萘并[2,3-d]咪唑 | 71675-75-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,2-二甲基-1H-萘并[2,3-d]咪唑
• 英文名称: 1,2-dimethyl-1H-naphtho-[2,3-d]imidazole
• 英文别名: 1,2-Dimethylnapht<2,3-d>imidazol；1,2-dimethylnaphth[2,3-d]imidazole；1,2-dimethyl-1H-naphtho[2,3-d]imidazole；2,3-dimethylbenzo[f]benzimidazole
• CAS: 71675-75-7
• 化学式: C₁₃H₁₂N₂
• mdl: MFCD00839261
• 分子量: 196.252
• InChiKey: YOOTWGQEOZEBEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1,2-二甲基-1H-萘并[2,3-d]咪唑 在 potassium dichromate 、 硫酸 、 氨 作用下， 以 水 为溶剂， 以48%的产率得到1,2-dimethyl-1H-naphtho[2,3-d]imidazole-4,9-dione
  参考文献：
  名称：

  Oxidation products of fused 2-hetarylimidazole derivatives

  摘要：

  Oxidation of 5-(1-methyl-1H-benzimidazol-2-yl)thiophene-, and -selenophene-2-carbaldehydes with potassium dichromate in 20% aqueous sulfuric acid afforded the corresponding carboxylic acids. Analogous reaction with 5-(1-methyl-1H-benzimidazol-2-yl)furan-2-carbaldehyde led to the formation of 1-methyl-1H-benzimidazole as a result of decarboxylation of the primary oxidation product and subsequent decomposition of the furan ring. Probable factors responsible for instability of 5-(1H-benzimidazol-2-yl)-hetarene-2-carboxylic acids were considered. The oxidation of 2-furylnaphtho[2,3-d]- and 2-hetarylphenanthro-[9,10-d]imidazoles gave, respectively, an anthraquinone analog and 6,7-quinones. pi-Electron-rich heterocycles in 2-furyl- and 2-pyrrolylphenanthro[9,10-d]imidazoles were oxidized completely, being replaced by hydrogen.

  DOI：

  10.1134/s1070363211080226
• 作为产物：
  描述：

  2,3-二氨基萘 在 盐酸 、 potassium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 生成 1,2-二甲基-1H-萘并[2,3-d]咪唑
  参考文献：
  名称：

  Oxidation products of fused 2-hetarylimidazole derivatives

  摘要：

  Oxidation of 5-(1-methyl-1H-benzimidazol-2-yl)thiophene-, and -selenophene-2-carbaldehydes with potassium dichromate in 20% aqueous sulfuric acid afforded the corresponding carboxylic acids. Analogous reaction with 5-(1-methyl-1H-benzimidazol-2-yl)furan-2-carbaldehyde led to the formation of 1-methyl-1H-benzimidazole as a result of decarboxylation of the primary oxidation product and subsequent decomposition of the furan ring. Probable factors responsible for instability of 5-(1H-benzimidazol-2-yl)-hetarene-2-carboxylic acids were considered. The oxidation of 2-furylnaphtho[2,3-d]- and 2-hetarylphenanthro-[9,10-d]imidazoles gave, respectively, an anthraquinone analog and 6,7-quinones. pi-Electron-rich heterocycles in 2-furyl- and 2-pyrrolylphenanthro[9,10-d]imidazoles were oxidized completely, being replaced by hydrogen.

  DOI：

  10.1134/s1070363211080226

文献信息

• Induction-Driven Stabilization of the Anion-π Interaction in Electron-Rich Aromatics as the Key to Fluoride Inclusion in Imidazolium-Cage Receptors
  作者：Zhaochao Xu、N. Jiten Singh、Sook Kyung Kim、David R. Spring、Kwang S. Kim、Juyoung Yoon

  DOI：10.1002/chem.201002105

  日期：2011.1.24

  experimental evidence of the anion–π interaction between electron‐rich alkylbenzene rings and a fluoride ion in CH3CN. The cyclophane cavity bridged with three naphthoimidazolium groups selectively complexes a fluoride ion by means of a combination of anion–π interactions and (CH)+⋅⋅⋅F−‐type ionic hydrogen bonds. 1H NMR, 19F NMR, and fluorescence spectra of 1 and 2 with fluoride ions are examined to show

  涉及芳香环的分子间相互作用是化学和生物识别中的关键过程。众所周知，阴离子与缺电子的（π酸性）芳族化合物之间存在阴离子-π相互作用，这表明富含电子的（π-碱性）芳族化合物由于其给电子性而会排斥阴离子。在这里，我们报告了CH 3 CN中富电子的烷基苯环与氟离子之间阴离子-π相互作用的第一个具体理论和实验证据。所述环芳空腔具有三个naphthoimidazolium基团桥连的由阴离子-π相互作用的组合来选择性地络合氟化物离子和（C  1H）+ ⋅⋅⋅ ˚F -型离子氢键。通过1 H NMR，19 F NMR以及带有氟离子的1和2的荧光光谱进行了研究，结果表明只有2个可以在两个烷基苯环之间的空腔中形成一个氟离子，从而形成三明治复合物。此外，笼状化合物可以用作氟离子的高选择性和比例式荧光传感器。通过加入1个当量的F的-中，强烈增加的荧光发射中心在385所纳米处出现的荧光发射为代价2在474纳米为中
• Targeting DNA with small molecules: a comparative study of a library of azonia aromatic chromophores
  作者：Rosa M. Suárez、Pedro Bosch、David Sucunza、Ana M. Cuadro、Alberto Domingo、Francisco Mendicuti、Juan J. Vaquero

  DOI：10.1039/c4ob01465k

  日期：——

  The fluorescence, DNA binding and DNA sequence selectivity properties of a library of azonia aromatic cations have been studied.

  一组芳香偶氮阳离子的荧光、DNA结合和DNA序列选择性性质已被研究。
• 6-Beta(substituted)-(S)-hydroxymethylpenicillanic acids and derivatives thereof
  申请人：PFIZER INC.

  公开号：EP0276942A1

  公开（公告）日：1988-08-03

  Antibacterial penicillins of the formula or a pharmaceutically acceptable salt thereof wherein R1 is a heterocyclic group and R is hydrogen, the residue of certain carboxy protecting groups or the residue of an ester group readily hydrolyzable in vivo having activity against resistant organisms.

  式中的抗菌青霉素类 或其药学上可接受的盐，其中 R1 是杂环基团，R 是氢、某些羧基保护基团的残基或在体内易水解的酯基团的残基，具有抗耐药生物的活性。
• ORGANIC ELECTRIC FIELD LIGHT EMITTING ELEMENT AND PRODUCTION THEREFOR
  申请人：Yabe Masayoshi

  公开号：US20090066223A1

  公开（公告）日：2009-03-12

  A composition for an organic electroluminescent device is a composition for forming an organic light emitting layer of an organic electroluminescent device by wet coating process. The composition contains a phosphorescent material, a charge transport material, and a solvent, in which the phosphorescent material and the charge transport material are each an unpolymerized organic compound, and the first oxidation potential of the phosphorescent material E D + , the first reduction potential of the phosphorescent material E D − , the first oxidation potential of the charge transporting material E T + , and the first reduction potential of the charge transporting material E T − satisfy the following condition: E T − +0.1≦E D −
• AZO METAL CHELATE DYE AND OPTICAL RECORDING MEDIUM
  申请人：Shoda Hisashi

  公开号：US20110069595A1

  公开（公告）日：2011-03-24

  To provide a dye to be used for an optical recording medium excellent in both high speed recording characteristics and reproduction durability. A dye having an azo compound represented by the following formula coordinated to a metal ion: wherein the ring A represents a nitrogen-containing heteroaromatic ring containing a carbon atom and a nitrogen atom; X represents C—R 1 R 2 , an oxygen atom, a sulfur atom or N—R 3 , wherein each of R 1 , R 2 and R 3 which are independent of one another, represents a hydrogen atom, a linear or branched alkyl group, an aralkyl group, a cycloalkyl group, a linear or branched alkenyl group, an aryl group or an acyl group represented by —COR 4 , wherein R 4 is a hydrocarbon group or a heterocyclic group which may be substituted; and the benzene ring B represents a benzene ring which may have a substituent(s), provided that adjacent substituents in the benzene ring B may be mutually bonded to form a ring.