Ethyl 3-[4-[7-(2-trimethylsilylethynyl)-2,1,3-benzothiadiazol-4-yl]triazol-1-yl]propanoate | 1426835-56-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Ethyl 3-[4-[7-(2-trimethylsilylethynyl)-2,1,3-benzothiadiazol-4-yl]triazol-1-yl]propanoate
• 英文别名: ethyl 3-[4-[7-(2-trimethylsilylethynyl)-2,1,3-benzothiadiazol-4-yl]triazol-1-yl]propanoate
• CAS: 1426835-56-4
• 化学式: C₁₈H₂₁N₅O₂SSi
• 分子量: 399.549
• InChiKey: UDRREAIZQOKGAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4,7-bis[(trimethylsilyl)ethynyl]benzo[c][1,2,5]thiadiazole 在 copper(ll) sulfate pentahydrate 、 水 、 sodium ascorbate 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 Ethyl 3-[4-[7-(2-trimethylsilylethynyl)-2,1,3-benzothiadiazol-4-yl]triazol-1-yl]propanoate
  参考文献：
  名称：

  Fluorescent dyad for cooperative recognition of copper cation and halogen anion

  摘要：

  TMS-ethynyl triazolyl benzothiadiazole (BTD) derivatives have been successfully synthesized by mono deprotection of di-TMS-ethynyl BTD followed by click chemistry. The fluorescence intensity of TMS-ethynyl triazolyl BTD-DCM dyad 8, as well as triazolyl BTD 3, and the DCM derivative 7 could be selectively quenched by Cu2+, but almost not affected by different tested anions. Interestingly, the fluorescence emission of DCM-based fluorophores 7 and 8 was highly sensitive to a combination of Cu2+, F-, or Br- in a sequence dependent manner. With the dyad 8, the detection limit as low as 0.13 ppb could be attained for F- in MeCN. The Cu2+-promoted aerobic oxidative dimerization of DCM moiety to tetrahydrofuran derivatives has also been demonstrated for the first time. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.119