3'-(5,5-dimethyl-1,3-dioxan-2-yl)-2:2',5':2''-terthiophene | 634602-02-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 3'-(5,5-dimethyl-1,3-dioxan-2-yl)-2:2',5':2''-terthiophene
• 英文别名: 1,3-Dioxane, 5,5-dimethyl-2-[2,2':5',2''-terthiophen]-3'-yl-；2-(2,5-dithiophen-2-ylthiophen-3-yl)-5,5-dimethyl-1,3-dioxane
• CAS: 634602-02-1
• 化学式: C₁₈H₁₈O₂S₃
• 分子量: 362.538
• InChiKey: URFLVSTZZNBNNF-UHFFFAOYSA-N

物化性质

• 熔点：
  133 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 沸点：
  463.6±45.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3'-(5,5-dimethyl-1,3-dioxan-2-yl)-2:2',5':2''-terthiophene 在 三氟乙酸 作用下， 以 氯仿 、 水 为溶剂， 反应 1.5h， 以95%的产率得到3'-formyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Toward Functionalized Conducting Polymers:  Synthesis and Characterization of Novel β-(Styryl)terthiophenes

  摘要：

  Metal-catalyzed coupling methodologies have been employed in the synthesis of the key building block 3'-formyl-2,2':5',2"-terthiophene. Wittig olefinations with this aldehyde have produced five novel beta-styryl-substituted terthiophene monomers. These materials have been fully characterized by NMR spectroscopy, microanalysis, mass spectrometry, and X-ray crystal structure analysis. The results from the UV/visible spectroscopy and cyclic voltammetric investigations are reported.

  DOI：

  10.1021/jo034855g
• 作为产物：
  描述：

  2-溴噻吩 、 5,5-dimethyl-2-(2,5-dibromothiophen-3-yl)[1,3]dioxane 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) magnesium 作用下， 以 乙醚 为溶剂， 反应 4.5h， 以71%的产率得到3'-(5,5-dimethyl-1,3-dioxan-2-yl)-2:2',5':2''-terthiophene
  参考文献：
  名称：

  Toward Functionalized Conducting Polymers:  Synthesis and Characterization of Novel β-(Styryl)terthiophenes

  摘要：

  Metal-catalyzed coupling methodologies have been employed in the synthesis of the key building block 3'-formyl-2,2':5',2"-terthiophene. Wittig olefinations with this aldehyde have produced five novel beta-styryl-substituted terthiophene monomers. These materials have been fully characterized by NMR spectroscopy, microanalysis, mass spectrometry, and X-ray crystal structure analysis. The results from the UV/visible spectroscopy and cyclic voltammetric investigations are reported.

  DOI：

  10.1021/jo034855g

文献信息

• Toward Functionalized Conducting Polymers:  Synthesis and Characterization of Novel β-(Styryl)terthiophenes
  作者：Gavin E. Collis、Anthony K. Burrell、Sonya M. Scott、David L. Officer

  DOI：10.1021/jo034855g

  日期：2003.11.1

  Metal-catalyzed coupling methodologies have been employed in the synthesis of the key building block 3'-formyl-2,2':5',2"-terthiophene. Wittig olefinations with this aldehyde have produced five novel beta-styryl-substituted terthiophene monomers. These materials have been fully characterized by NMR spectroscopy, microanalysis, mass spectrometry, and X-ray crystal structure analysis. The results from the UV/visible spectroscopy and cyclic voltammetric investigations are reported.