2,3,5,8-tetramethylbisthiazolo[4,5-e:5',4'-g]-1,3-benzothiazolium iodide | 1401521-97-8

• 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: 2,3,5,8-tetramethylbisthiazolo[4,5-e:5',4'-g]-1,3-benzothiazolium iodide
• CAS: 1401521-97-8
• 化学式: C₁₃H₁₂N₃S₃*I
• 分子量: 433.361
• InChiKey: MQMNKKFAWBVZMH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.87
• 重原子数：
  20.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.66
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,3,5,8-tetramethylbisthiazolo[4,5-e:5',4'-g]-1,3-benzothiazolium iodide 、 (2E)-5-[4-(二甲基氨基)苯基]-2,4-戊二烯醛 以 甲醇 为溶剂， 115.0 ℃ 、620.01 kPa 条件下， 反应 0.67h， 以28%的产率得到2-{(E,E,E)-6-[4-(dimethylamino)phenyl]hexa-1,3,5-trien-1-yl}-3,5,8-trimethylbisthiazolo[4,5-e:5',4'-g]-1,3-benzothiazolium iodide
  参考文献：
  名称：

  Benzotristhiazole based chromophores for nonlinear optics

  摘要：

  Methylation of unsymmetrical trimethylbenzotristhiazole with various reagents has been studied in details. The structure of obtained 2,3,5,8-tetramethylbisthiazolo[4,5-e;5,4-g]-1,3-benzothiazolium iodide has been proved by X-ray analysis in accord with the quantum-chemical calculations at DFT-B3LYP level. The electron-withdrawing tetramethylbenzotristhiazolium building block was submitted to Knoevenagel reaction with aromatic aldehydes containing an electron-releasing group. This led to a series of condensation products with push-pull structure. Relations between structure, linear (UV-Vis and fluorescence spectra) and nonlinear optical properties (calculated frontier orbital energy gap, BLA index, hyperpolarizabilities beta and gamma have been investigated. (C) 2012 Published by Elsevier B.V.

  DOI：

  10.1016/j.molstruc.2012.06.018
• 作为产物：
  描述：

  2,3,8-trimethylbisthiazolo[4,5-e;5,4-g]1,3-benzothiazole 、 碘甲烷 以 甲醇 为溶剂， 115.0 ℃ 、1.2 MPa 条件下， 反应 0.67h， 以15%的产率得到2,3,5,8-tetramethylbisthiazolo[4,5-e:5',4'-g]-1,3-benzothiazolium iodide
  参考文献：
  名称：

  Benzotristhiazole based chromophores for nonlinear optics

  摘要：

  Methylation of unsymmetrical trimethylbenzotristhiazole with various reagents has been studied in details. The structure of obtained 2,3,5,8-tetramethylbisthiazolo[4,5-e;5,4-g]-1,3-benzothiazolium iodide has been proved by X-ray analysis in accord with the quantum-chemical calculations at DFT-B3LYP level. The electron-withdrawing tetramethylbenzotristhiazolium building block was submitted to Knoevenagel reaction with aromatic aldehydes containing an electron-releasing group. This led to a series of condensation products with push-pull structure. Relations between structure, linear (UV-Vis and fluorescence spectra) and nonlinear optical properties (calculated frontier orbital energy gap, BLA index, hyperpolarizabilities beta and gamma have been investigated. (C) 2012 Published by Elsevier B.V.

  DOI：

  10.1016/j.molstruc.2012.06.018