3'-(2,3-dihydroxypropylthio)-phthalonitrile | 1261153-64-3

• 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: 3'-(2,3-dihydroxypropylthio)-phthalonitrile
• 英文别名: 3'(2,3-dihydroxypropylthio)-phthalonitrile；3'-(2,3-dihydroxypropylthio)phthalonitrile；3-(2,3-Dihydroxypropylsulfanyl)benzene-1,2-dicarbonitrile；3-(2,3-dihydroxypropylsulfanyl)benzene-1,2-dicarbonitrile
• CAS: 1261153-64-3
• 化学式: C₁₁H₁₀N₂O₂S
• 分子量: 234.279
• InChiKey: KLBCINWUVZDSGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3'-(2,3-dihydroxypropylthio)-phthalonitrile 在 lead(II) acetate trihydrate 作用下， 以 无水二甲氨基乙醇 为溶剂， 反应 5.0h， 以14.73%的产率得到1(4),8(11),15(18),22(25)-tetrakis(2,3-dihydroxypropylthio)lead(II) phthalocyanine
  参考文献：
  名称：

  Synthesis, H- or J-type aggregations, electrochemistry and in situ spectroelectrochemistry of metal ion sensing lead(II) phthalocyanines

  摘要：

  We report, in this study, peripherally 3- and 4-substituted functionalized ionophore ligands (1-3) and their alpha- and beta-tetra polyalcohol substituted lead(II) phthalocyanines M{Pc[S-CH(C3H7)(C2FH5OH)](4)} (7, 9 and 11) and M{Pc(S-C6H12(OH)](4)) (8. 10 and 12) which are a mixture of different isomers. The complexes have been fully characterized by elemental analysis, FT-IR, H-1 NMR, C-13 NMR, MS (MALDI-TOF) and UV-Vis spectral data. These complexes induced H-type (face-to-face fashion) on-aggregate (edgeto-edge) dimers when titrated with AgNO3 or Na2PdCl4 in a THF-MeOH solution. Cyclic and square wave voltammetry studies showed that the complexes gave three one-electron ligand-based reductions and two one-electron oxidation couples having diffusion controlled mass transfer character. Assignments of these redox couples were confirmed by spectroelectrochemical measurements. The observation of split Q bands, which are characteristic spectral behavior of metal-free phthalocyanines, indicates demetallization of the complexes during the spectroelectrochemical measurement under the applied potentials. The types of the substituents on the ring of the phthalocyanines affect the demetallization process of the complexes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.09.035
• 作为产物：
  描述：

  1-硫代甘油 、 3-硝基邻苯二腈 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以41.3%的产率得到3'-(2,3-dihydroxypropylthio)-phthalonitrile
  参考文献：
  名称：

  外围和非外围设计的多功能酞菁；合成，电化学，光谱电化学和金属离子结合研究

  摘要：

  摘要一种新型的离子载体配体3'-（2,3-二羟丙基硫代）-邻苯二甲腈和4'（2,3-二羟丙基硫代）-邻苯二甲腈及其α-和β-四取代金属酞菁（M制备了ZnII，CoII，MnIIICl，FeIIIAc，CuII），并通过元素分析，FT-IR，1H和13C NMR和MS（ESI和Maldi-TOF）进行了全面表征。该络合物可溶于极性和非极性溶剂，例如MeOH和EtOH，THF，CHCl3和CH2Cl2。配合物的光谱性质受到酞菁外围的给电子硫烷基单元的强烈影响。配合物的阳离子结合特性，例如使用AgI和PdII，通过UV-Vis光谱进行了评估，结果表明形成了多核酞菁配合物。锌和铜配合物外围的功能性供体与AgI和PdII配位，得到大约。浓度为2.5×10-5 M（Pc）和1.0×10-3 M（金属离子）时，金属与酞菁配合物的比率为2：1。进行伏安法和原位光谱电化学研究以表征配合物的氧化还原行为。应用

  DOI：

  10.1016/j.poly.2011.01.030

文献信息

• Peripheral and non-peripheral-designed multifunctional phthalocyanines; synthesis, electrochemistry, spectroelectrochemistry and metal ion binding studies
  作者：Armağan Günsel、Mehmet Kandaz、Atıf Koca、Bekir Salih

  DOI：10.1016/j.poly.2011.01.030

  日期：2011.5

  on the periphery of the phthalocyanines. The cation binding properties of the complexes, for example using AgI and PdII, were evaluated by UV–Vis spectroscopy and the results show the formation of polynuclear phthalocyanine complexes. Functional donors on the periphery of the zinc and copper complexes coordinate to AgI and PdII to give ca. a 2:1 metal–phthalocyanine complex binding ratio for the concentration

  摘要一种新型的离子载体配体3'-（2,3-二羟丙基硫代）-邻苯二甲腈和4'（2,3-二羟丙基硫代）-邻苯二甲腈及其α-和β-四取代金属酞菁（M制备了ZnII，CoII，MnIIICl，FeIIIAc，CuII），并通过元素分析，FT-IR，1H和13C NMR和MS（ESI和Maldi-TOF）进行了全面表征。该络合物可溶于极性和非极性溶剂，例如MeOH和EtOH，THF，CHCl3和CH2Cl2。配合物的光谱性质受到酞菁外围的给电子硫烷基单元的强烈影响。配合物的阳离子结合特性，例如使用AgI和PdII，通过UV-Vis光谱进行了评估，结果表明形成了多核酞菁配合物。锌和铜配合物外围的功能性供体与AgI和PdII配位，得到大约。浓度为2.5×10-5 M（Pc）和1.0×10-3 M（金属离子）时，金属与酞菁配合物的比率为2：1。进行伏安法和原位光谱电化学研究以表征配合物的氧化还原行为。应用
• Synthesis, H- or J-type aggregations, electrochemistry and in situ spectroelectrochemistry of metal ion sensing lead(II) phthalocyanines
  作者：Armağan Günsel、Meryem N. Yaraşir、Mehmet Kandaz、Atıf Koca

  DOI：10.1016/j.poly.2010.09.035

  日期：2010.12

  We report, in this study, peripherally 3- and 4-substituted functionalized ionophore ligands (1-3) and their alpha- and beta-tetra polyalcohol substituted lead(II) phthalocyanines MPc[S-CH(C3H7)(C2FH5OH)](4)} (7, 9 and 11) and MPc(S-C6H12(OH)](4)) (8. 10 and 12) which are a mixture of different isomers. The complexes have been fully characterized by elemental analysis, FT-IR, H-1 NMR, C-13 NMR, MS (MALDI-TOF) and UV-Vis spectral data. These complexes induced H-type (face-to-face fashion) on-aggregate (edgeto-edge) dimers when titrated with AgNO3 or Na2PdCl4 in a THF-MeOH solution. Cyclic and square wave voltammetry studies showed that the complexes gave three one-electron ligand-based reductions and two one-electron oxidation couples having diffusion controlled mass transfer character. Assignments of these redox couples were confirmed by spectroelectrochemical measurements. The observation of split Q bands, which are characteristic spectral behavior of metal-free phthalocyanines, indicates demetallization of the complexes during the spectroelectrochemical measurement under the applied potentials. The types of the substituents on the ring of the phthalocyanines affect the demetallization process of the complexes. (C) 2010 Elsevier Ltd. All rights reserved.