4-{2-[3-(dimethylamino)phenoxy]ethoxy}phthalonitrile | 1442096-66-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-{2-[3-(dimethylamino)phenoxy]ethoxy}phthalonitrile
• 英文别名: 4-[2-[3-(Dimethylamino)phenoxy]ethoxy]benzene-1,2-dicarbonitrile；4-[2-[3-(dimethylamino)phenoxy]ethoxy]benzene-1,2-dicarbonitrile
• CAS: 1442096-66-3
• 化学式: C₁₈H₁₇N₃O₂
• 分子量: 307.352
• InChiKey: SGYMIXNNQJRXGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  69.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-硝基邻苯二甲腈 、 2-[3-(二甲氨基)苯氧基]乙醇 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以50%的产率得到4-{2-[3-(dimethylamino)phenoxy]ethoxy}phthalonitrile
  参考文献：
  名称：

  带有可电聚合二甲胺基团的无金属和金属酞菁的合成，表征，电化学和光谱电化学性质

  摘要：

  新颖外周四的合成和表征取代的不含金属4和金属酞菁5 - 7是在本研究中首次描述。所有这些新化合物的特征是IR，1 H和13的组合核磁共振，质谱和紫外可见光谱技术。采用循环伏安法和方波伏安法研究了无金属，镍（II），钴（II）和铜（II）酞菁的电化学和光谱电化学性质。尽管所有络合物均具有通用的还原过程，但它们会在工作电极上发生电聚合。配合物的施加电势和金属中心的类型会影响电聚合机理。光谱电化学和电比色法测量表明，配合物的电产生的阴离子物质具有明显的色差，这是配合物电致变色应用的期望因素。

  DOI：

  10.1016/j.dyepig.2013.03.021

文献信息

• New water soluble cationic zinc phthalocyanines as potential for photodynamic therapy of cancer
  作者：Dilek Çakır、Volkan Çakır、Zekeriya Bıyıklıoğlu、Mahmut Durmuş、Halit Kantekin

  DOI：10.1016/j.jorganchem.2013.08.025

  日期：2013.11

  The novel phthalonitrile derivatives (2 and 3) bearing 2-[3-(dimethylamino)phenoxy]ethanol sub-stituents on the 3 and 4 positions have been synthesized. The novel peripherally and non-peripherally tetra-2-[3-(dimethylamino)phenoxy]} substituted zinc phthalocyanines (2a and 3a) were also synthesized by cyclotetramerization of phthalonitrile derivatives (2 and 3). The obtained new zinc phthalocyanines (2a and 3a) were converted into water-soluble quaternized products (2b and 3b). The new compounds have been characterized by combination of spectroscopic data including UV-Vis, IR, H-1 NMR, C-13 NMR, MS spectroscopic data and elemental analysis as well. The photophysical and photochemical properties of newly synthesized zinc phthalocyanines were investigated in DMSO for non-ionic and in both DMSO and phosphate buffer solution (PBS) for ionic compounds. The obtained ionic complexes (2b, 3b) show excellent solubility in both organic and aqueous solutions which is very useful for the treatment of cancer by photodynamic therapy (PDT). (C) 2013 Elsevier B. V. All rights reserved.
• Synthesis, characterization and investigation of homogeneous oxidation activities of peripherally tetra-substituted Co(II) and Fe(II) phthalocyanines: Oxidation of cyclohexene
  作者：Zekeriya Bıyıklıoğlu、Ece Tuğba Saka、Serpil Gökçe、Halit Kantekin

  DOI：10.1016/j.molcata.2013.06.009

  日期：2013.11

  The synthesis and characterization of novel peripherally tetra-substituted iron(II) 4 and cobalt(II) 5 phthalocyanines are described for the first time in this study. All the new compounds are characterized by a combination of IR, H-1 and C-13 NMR, mass and UV-vis spectroscopy techniques. Complexes 4 and 5 served as catalyst for the oxidation of cyclohexene using different types of oxidants, such as tert-butyl hydroperoxide (TBHP), m-chloroperoxybenzoic acid (m-CPBA), aerobic oxygen and hydrogen peroxide (H2O2). During the oxidation process the products formed are 2-cyclohexene-1-ol, 2-cyclohexene-1-one and cyclohexene oxide. The selectivity for 2-cyclohexene-1-ol is favored when iron(II) and cobalt(II) phthalocyanine catalysts are employed. The higher conversion is obtained as catalyst iron(II) phthalocyanine (96%). TBHP was determined as the successful oxidant with the minimum demolition of the catalyst, superior selectivity and conversion in the oxidation products. (c) 2013 Elsevier B.V. All rights reserved.
• Synthesis, characterization, electrochemical and spectroelectrochemical properties of metal-free and metallophthalocyanines bearing electropolymerizable dimethylamine groups
  作者：Volkan Çakır、Faruk Demir、Zekeriya Bıyıklıoğlu、Atıf Koca、Halit Kantekin

  DOI：10.1016/j.dyepig.2013.03.021

  日期：2013.9

  novel peripherally-tetra substituted metal-free 4 and metallophthalocyanines 5–7 are described for the first time in this study. All the new compounds are characterized by a combination of IR, 1H and 13C NMR, mass and UV–vis spectroscopy techniques. Electrochemical and spectroelectrochemical properties of metal-free, nickel(II), cobalt(II) and copper(II) phthalocyanines were investigated by using cyclic

  新颖外周四的合成和表征取代的不含金属4和金属酞菁5 - 7是在本研究中首次描述。所有这些新化合物的特征是IR，1 H和13的组合核磁共振，质谱和紫外可见光谱技术。采用循环伏安法和方波伏安法研究了无金属，镍（II），钴（II）和铜（II）酞菁的电化学和光谱电化学性质。尽管所有络合物均具有通用的还原过程，但它们会在工作电极上发生电聚合。配合物的施加电势和金属中心的类型会影响电聚合机理。光谱电化学和电比色法测量表明，配合物的电产生的阴离子物质具有明显的色差，这是配合物电致变色应用的期望因素。