5,6-bis(2,6-diisopropyl-4-methoxyphenoxy)pyrazine-2,3-dicarbonitrile | 1402726-09-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,6-bis(2,6-diisopropyl-4-methoxyphenoxy)pyrazine-2,3-dicarbonitrile
• CAS: 1402726-09-3
• 化学式: C₃₂H₃₈N₄O₄
• 分子量: 542.678
• InChiKey: AKCBIFIFYLXROS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.32
• 重原子数：
  40.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  110.28
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5,6-bis(2,6-diisopropyl-4-methoxyphenoxy)pyrazine-2,3-dicarbonitrile 在 喹啉 、 zinc diacetate 作用下， 反应 6.0h， 以70%的产率得到2,3,9,10,16,17,23,24-octa(2,6-diisopropyl-4-methoxyphenoxy)-1,4,8,11,15,22,25-octaazaphthalocyaninato zinc(II)
  参考文献：
  名称：

  New highly soluble phenoxy-substituted phthalocyanine and azaphthalocyanine derivatives: Synthesis, photochemical and photophysical studies and atypical aggregation behavior

  摘要：

  A series of zinc phthalocyanines and corresponding aza-analogues azaphthalocyanines substituted with peripheral 2,6-diisopropylphenoxy substituents containing different functional groups (Br, OCH3, and OH) were synthesized and their photophysical properties were investigated. UV-vis and H-1 NMR analyses confirmed the non-aggregation behavior of the prepared complexes in most organic solvents. All investigated compounds showed good photophysical and photochemical properties in THF and DMF with Phi(F) values in the range of 0.22-0.44 and Phi(Delta) values ranging between 0.42 and 0.57. Hydroxylated compounds showed good solubility in polar solvents including ethanol, methanol, acetone and even in aqueous ethanol mixtures. Absorption spectra in aqueous ethanol indicated presence of only monomers even at very low ethanol content in water (0.5% of ethanol in water). Despite this, no fluorescence occurred from approximately 50% of ethanol in water suggesting presence of aggregates that do not differ from monomers in a shape of absorption spectra. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.03.023
• 作为产物：
  描述：

  2,6-diisopropyl-4-methoxyphenol 、 5,6-二氯-2,3-二氰基吡嗪 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以80%的产率得到5,6-bis(2,6-diisopropyl-4-methoxyphenoxy)pyrazine-2,3-dicarbonitrile
  参考文献：
  名称：

  New highly soluble phenoxy-substituted phthalocyanine and azaphthalocyanine derivatives: Synthesis, photochemical and photophysical studies and atypical aggregation behavior

  摘要：

  A series of zinc phthalocyanines and corresponding aza-analogues azaphthalocyanines substituted with peripheral 2,6-diisopropylphenoxy substituents containing different functional groups (Br, OCH3, and OH) were synthesized and their photophysical properties were investigated. UV-vis and H-1 NMR analyses confirmed the non-aggregation behavior of the prepared complexes in most organic solvents. All investigated compounds showed good photophysical and photochemical properties in THF and DMF with Phi(F) values in the range of 0.22-0.44 and Phi(Delta) values ranging between 0.42 and 0.57. Hydroxylated compounds showed good solubility in polar solvents including ethanol, methanol, acetone and even in aqueous ethanol mixtures. Absorption spectra in aqueous ethanol indicated presence of only monomers even at very low ethanol content in water (0.5% of ethanol in water). Despite this, no fluorescence occurred from approximately 50% of ethanol in water suggesting presence of aggregates that do not differ from monomers in a shape of absorption spectra. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.03.023