1-decylbenzotriazole | 73006-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-decylbenzotriazole
• 英文别名: 1-Decylbenzotriazol；1-decyl-1H-benzo[d][1,2,3]triazole；1-decyl-1H-benzo[1,2,3]-triazole；1-decyl-1H-benzotriazole
• CAS: 73006-64-1
• 化学式: C₁₆H₂₅N₃
• 分子量: 259.395
• InChiKey: PRJJCRNYFGGEMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-decylbenzotriazole 、 苯 以47%的产率得到
  参考文献：
  名称：

  MAERKY M.; SCHMID H.; HANSEN H.-J., HELV. CHIM. ACTA, 1979, 62, NO 7, 2129-2153

  摘要：

  DOI：
• 作为产物：
  描述：

  1-叠氮癸烷 、 2-(trimethylsilyl)phenyl imidazolsulfonate 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以76%的产率得到1-decylbenzotriazole
  参考文献：
  名称：

  新型基于咪唑基磺酸盐的苯炔前体的设计和应用：一种高效的三氟甲磺酸酯替代品

  摘要：

  几种邻-（三甲基甲硅烷基）芳基咪唑基磺酸盐可以通过简单的方法合成，并成功地用于涉及苯炔中间体的环加成反应中。与在相似反应条件下广泛使用的邻位TMS三氟甲磺酸酯相比，该前体提供了生成苯炔的有效替代方法。通过使用这种新的前体，消除了潜在的具有遗传毒性的三氟甲磺酸盐副产物的形成。新型苯并炔前体的适用性已在不同类型的环加成反应制备杂环分子中得到证明。

  DOI：

  10.1021/ol300529j

文献信息

• Donor−Acceptor Polymer Electrochromes with Tunable Colors and Performance
  作者：Merve İçli、Melek Pamuk、Fatih Algi、Ahmet M. Önal、Atilla Cihaner

  DOI：10.1021/cm100805g

  日期：2010.7.13

  To demonstrate the effect of donor (D) and acceptor (A) units on the structure property relationships of electrochromic polymers, design, synthesis, characterization and polymerization of a series of D A type systems, 1-5, based on thiophene, 3,4-ethylenedioxythiophene, and 3,3-didecyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine as D units and 2,1,3-benzoselenadiazole, 2,1,3-benzothiadiazole and 2-decyl-2H-benzo[d][1,2,3]triazole as A units are highlighted. It is found that these units play key roles on the redox behavior, band gap, neutral state color, and the electrochromic performance (stability, optical contrast, coloration efficiency, and switching time) of the system. It is noted that electropolymerization of these D-A systems provides processable low band gap electrochromes, P1-P5, exhibiting high redox stability, coloration efficiency, transmittance and/or contrast ratio and low response time. Furthermore, P1-P5 reflect various hues of blue and green pallets of the RGB color-space in the neutral state. In particular, it is noteworthy that P5 is an excellent blue-to-colorless polymeric electrochrome, which, to our best knowledge, exhibits the highest optical contrast and coloration efficiency among the D A type systems. The panoramic breadth of the neutral state colors and intriguing features of these polymeric materials further confirm that D A approach allows engineering tunable electrochromes, which hold promise for commercialization of polymeric ROB electrochromics.
• Katritzky, Alan R.; Wu, Jing; Kuzmierkiewicz, Wojciech, Liebigs Annalen der Chemie, 1994, # 1, p. 1 - 6
  作者：Katritzky, Alan R.、Wu, Jing、Kuzmierkiewicz, Wojciech、Rachwal, Stanislaw

  DOI：——

  日期：——