4-bromo-7-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)benzo[c][1,2,5]thiadiazole | 1257420-13-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: 4-bromo-7-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)benzo[c][1,2,5]thiadiazole
• CAS: 1257420-13-5
• 化学式: C₁₂H₇BrN₂O₂S₂
• 分子量: 355.236
• InChiKey: OTTJJAMUNMHLDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.95
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.24
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-bromo-7-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)benzo[c][1,2,5]thiadiazole 、 2-三丁基甲锡烷基噻吩 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 4-(3,4-ethylenedioxythiophene-70-yl)-7-(thiophen-2-yl)-2,1,3-benzothiadiazole
  参考文献：
  名称：

  Combination of donor characters in a donor–acceptor–donor (DAD) type polymer containing benzothiadiazole as the acceptor unit

  摘要：

  benzothiadiazole bearing donor-acceptor-donor (D-A-D) type monomer (M-3) was synthesized using the combination of 3, 4-ethylenedioxythiophene (EDOT) and thiophene donor units to understand the effect of donor strength on the optoelectronic and electrochemical properties. The resulting monomer was polymerized electrochemically (P-3) and compared with its symmetrical thiophene (P-1) and EDOT (P-2) bearing homologues whether there exists a combination of the electrochemical and optical characteristics. Also, copolymer studies were performed with symmetrical thiophene (M-1) and EDOT (M-2) containing monomers in order to compare the results with P-3. Cyclic voltammetry (CV) and spectro-electrochemistry results revealed that P-3 is a low band gap polymer (1.18 eV) having both p-and n-type property which is superior to the copolymers synthesized using M-1 and M-2. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.orgel.2010.09.001
• 作为产物：
  描述：

  2,1,3-苯并噻二唑 在 bis-triphenylphosphine-palladium(II) chloride 、 氢溴酸 、 溴 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 4-bromo-7-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)benzo[c][1,2,5]thiadiazole
  参考文献：
  名称：

  Combination of donor characters in a donor–acceptor–donor (DAD) type polymer containing benzothiadiazole as the acceptor unit

  摘要：

  benzothiadiazole bearing donor-acceptor-donor (D-A-D) type monomer (M-3) was synthesized using the combination of 3, 4-ethylenedioxythiophene (EDOT) and thiophene donor units to understand the effect of donor strength on the optoelectronic and electrochemical properties. The resulting monomer was polymerized electrochemically (P-3) and compared with its symmetrical thiophene (P-1) and EDOT (P-2) bearing homologues whether there exists a combination of the electrochemical and optical characteristics. Also, copolymer studies were performed with symmetrical thiophene (M-1) and EDOT (M-2) containing monomers in order to compare the results with P-3. Cyclic voltammetry (CV) and spectro-electrochemistry results revealed that P-3 is a low band gap polymer (1.18 eV) having both p-and n-type property which is superior to the copolymers synthesized using M-1 and M-2. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.orgel.2010.09.001