4-[(3-pentyl-3H-benzothiazol-2-ylidenemethyl)azo]benzaldehyde | 1428758-02-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 4-[(3-pentyl-3H-benzothiazol-2-ylidenemethyl)azo]benzaldehyde
• CAS: 1428758-02-4
• 化学式: C₂₀H₂₁N₃OS
• 分子量: 351.472
• InChiKey: UPTMDANJHKSUFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  45.03
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[(3-pentyl-3H-benzothiazol-2-ylidenemethyl)azo]benzaldehyde 、 3-(4-Hydroxyphenyl)-5-methylidene-2-sulfanylidene-1,3-thiazolidin-4-one 在 三乙胺 作用下， 以 甲醇 为溶剂， 以58%的产率得到3-(4-hydroxyphenyl)-5-{4-[(3-pentyl-3H-benzothiazol-2-ylidenemethyl)azo]benzylidene}-2-thioxothiazolidin-4-one
  参考文献：
  名称：

  NLO chromophores containing dihydrobenzothiazolylidene and dihydroquinolinylidene donors with an azo linker: Synthesis and optical properties

  摘要：

  We report the synthesis of a series of nonlinear optical chromophores containing either - a dihydrobenzothiazolylidene or dihydroquinolinylidene donor with an azo linker. The results demonstrate the versatility of coupling a diazonium salt to a donor-methylidene nucleus in order to access novel materials with good thermal stabilities and high nonlinear optical responses. From hyper-Raleigh scattering studies it was found that the use of the well-known TCF acceptor yields the best performing chromophores, one of which has a dynamic first hyperpolarizability of 1900 x 10(-30) esu at 800 nm. The results from this study suggest the use of pro-aromatic donors such as dihydrobenzothiazolylidene or dihydroquinolinylidene results in compounds with higher nonlinear optical responses than those containing donors based on either indoline or aniline. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.01.010
• 作为产物：
  描述：

  2-methyl-3-pentylbenzothiazoliumiodide 在 硫酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 生成 4-[(3-pentyl-3H-benzothiazol-2-ylidenemethyl)azo]benzaldehyde
  参考文献：
  名称：

  NLO chromophores containing dihydrobenzothiazolylidene and dihydroquinolinylidene donors with an azo linker: Synthesis and optical properties

  摘要：

  We report the synthesis of a series of nonlinear optical chromophores containing either - a dihydrobenzothiazolylidene or dihydroquinolinylidene donor with an azo linker. The results demonstrate the versatility of coupling a diazonium salt to a donor-methylidene nucleus in order to access novel materials with good thermal stabilities and high nonlinear optical responses. From hyper-Raleigh scattering studies it was found that the use of the well-known TCF acceptor yields the best performing chromophores, one of which has a dynamic first hyperpolarizability of 1900 x 10(-30) esu at 800 nm. The results from this study suggest the use of pro-aromatic donors such as dihydrobenzothiazolylidene or dihydroquinolinylidene results in compounds with higher nonlinear optical responses than those containing donors based on either indoline or aniline. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.01.010