4-((5-(trifluoromethyl)pyridin-2-yl)oxy)phthalonitrile | 1268698-61-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-((5-(trifluoromethyl)pyridin-2-yl)oxy)phthalonitrile
• 英文别名: 4-[5-(trifluoromethyl)-2-pyridyloxy]-phthalonitrile；1,2-Benzenedicarbonitrile,4-[[5-(trifluoromethyl)-2-pyridinyl]oxy]-；4-[5-(trifluoromethyl)pyridin-2-yl]oxybenzene-1,2-dicarbonitrile
• CAS: 1268698-61-8
• 化学式: C₁₄H₆F₃N₃O
• 分子量: 289.216
• InChiKey: FPRKSZIHYFHBMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-硝基邻苯二甲腈 、 2-羟基-5-三氟甲基吡啶 在 zinc diacetate 作用下， 以 戊醇 为溶剂， 反应 12.0h， 生成 4-((5-(trifluoromethyl)pyridin-2-yl)oxy)phthalonitrile
  参考文献：
  名称：

  Synthesis of zinc phthalocyanine derivatives with improved photophysicochemical properties in aqueous media

  摘要：

  The synthesis, photophysical and photochemical properties of new peripherally (beta) tetra-substituted thioquinoline Zn(II) (2) and quaternized thioquinoline Zn(II) phthalocyanines (3) and quaternized fluoro functional thiopyridine Zn(II) (5) are described for the first time. These complexes (2,3 and 5) have been synthesized and characterized by elemental analysis, IR, H-1 NMR spectroscopy and electronic spectroscopy. Complexes 2, 4 and 6 have good solubility in organic solvents such as CHCl3, DCM, DMSO. DMF, THF and toluene and are not aggregated in all solvents (except for 2 in DMSO) within a wide concentration range. Complexes 3 and 5 showed very good solubility in water as well as DMSO and DMF. General trends are described for singlet oxygen, photodegradation, fluorescence quantum yields, triplet quantum yields and triplet life times of these complexes in DMSO (2,4 and 6) and water (3 and 5). Complex 3 gave a very large triplet quantum yield in aqueous media (phi(T) = 0.8 in water plus Triton X-100) and a reasonable triplet lifetime of 110 mu s. Photophysical and photochemical properties of the phthalocyanines complexes 2-6 are very useful for PDT. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.04.048