3-octyloxyphthalonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-octyloxyphthalonitrile
• 英文别名: 3-(n-Octyloxy) phthalonitrile；3-octoxybenzene-1,2-dicarbonitrile
• 化学式: C₁₆H₂₀N₂O
• 分子量: 256.348
• InChiKey: BNNXUEKOCBROAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-octyloxyphthalonitrile 、 zinc(II) acetate dihydrate 在 ammonium molybdate 、 尿素 作用下， 反应 3.0h， 以65%的产率得到
  参考文献：
  名称：

  Characteristic absorption band split of symmetrically tetra-octyloxy metal phthalocyanines

  摘要：

  An interesting phenomenon was that some symmetrically substituted metal phthalocyanines behaved characteristic absorption band split in non-coordinated solvents especially when they had zinc as the center metal and alkyloxy substituted groups at non-periphery of molecular skeleton, for example tetra-alpha-octyloxy zinc phthalocyanine having split peaks at 706 and 752 nm in chloroform, respectively. The red split peak at 752 nm could be strengthened by acid enhancing macromolecular conjugation, and contrarily weakened by alkali. Further a linear relationship was found between the relatively alteration value of characteristic absorbance and the concentration logarithm of acid in chloroform from 1.18 x 10(-5) to 1.39 x 10(-1) mol/L, which implied its potential application in analysis on trace of total acids included in grain, food and medicine, etc. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.03.034
• 作为产物：
  描述：

  辛醇 、 3-硝基邻苯二腈 在 四丁基溴化铵 、 potassium carbonate 作用下， 反应 24.0h， 以72%的产率得到3-octyloxyphthalonitrile
  参考文献：
  名称：

  离子液体中的酞菁合成：在四丁基溴化铵中制备不同取代的酞菁

  摘要：

  通过在熔融四丁基溴化铵中对合适的邻苯二甲腈前体进行亲核取代反应，制备了一系列烷硫基、烷氧基和苯氧基邻苯二甲腈。这种容易获得且廉价的离子液体也可用作这些二腈环化产生相应取代的酞菁的介质。

  DOI：

  10.1055/s-2005-861855

文献信息

• Phthalocyanine Synthesis in Ionic Liquids: Preparation of Differently Substituted Phthalocyanines in Tetrabutylammonium Bromide
  作者：Dennis K. Ng、Pui-Chi Lo、Diana Y. Cheng

  DOI：10.1055/s-2005-861855

  日期：——

  A series of alkylthio, alkoxy, and phenoxy phthalonitriles have been prepared by nucleophilic substitution reactions on suitable phthalonitrile precursors in molten tetrabutylammonium bromide. This readily available and inexpensive ionic liquid can also be used as a medium for the cyclization of these dinitriles giving the corresponding substituted phthalocyanines.

  通过在熔融四丁基溴化铵中对合适的邻苯二甲腈前体进行亲核取代反应，制备了一系列烷硫基、烷氧基和苯氧基邻苯二甲腈。这种容易获得且廉价的离子液体也可用作这些二腈环化产生相应取代的酞菁的介质。
• Characteristic absorption band split of symmetrically tetra-octyloxy metal phthalocyanines
  作者：Fangdi Cong、Zhen Wei、Zhiqiang Huang、Fengyang Yu、Haixue Liu、Jing Cui、Helong Yu、Xinxin Chu、Xiguang Du、Kezhi Xing、Jianhong Lai

  DOI：10.1016/j.dyepig.2015.03.034

  日期：2015.9

  An interesting phenomenon was that some symmetrically substituted metal phthalocyanines behaved characteristic absorption band split in non-coordinated solvents especially when they had zinc as the center metal and alkyloxy substituted groups at non-periphery of molecular skeleton, for example tetra-alpha-octyloxy zinc phthalocyanine having split peaks at 706 and 752 nm in chloroform, respectively. The red split peak at 752 nm could be strengthened by acid enhancing macromolecular conjugation, and contrarily weakened by alkali. Further a linear relationship was found between the relatively alteration value of characteristic absorbance and the concentration logarithm of acid in chloroform from 1.18 x 10(-5) to 1.39 x 10(-1) mol/L, which implied its potential application in analysis on trace of total acids included in grain, food and medicine, etc. (C) 2015 Elsevier Ltd. All rights reserved.