5'-(2-Thienyl)-2,2':3',2''-terthiophene | 134628-84-5

• 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: 5'-(2-Thienyl)-2,2':3',2''-terthiophene
• 英文别名: 5'-(2-thienyl)-2,2':3',2"-terthiophene；2,3,5-tri(thiophen-2-yl)thiophene；2,3,5-Tris(2-thienyl)thiophene；2,3,5-trithiophen-2-ylthiophene
• CAS: 134628-84-5
• 化学式: C₁₆H₁₀S₄
• 分子量: 330.519
• InChiKey: DCPXRPFZUQQHBW-UHFFFAOYSA-N

物化性质

• 沸点：
  386.1±37.0 °C(Predicted)
• 密度：
  1.358±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-二-2-噻吩基-2-丙烯醛基-1-酮 在 tetraphosphorus decasulfide 、 3,4-二甲基-5-(2-羟乙基)碘代噻唑 、 碳酸氢钠 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 5'-(2-Thienyl)-2,2':3',2''-terthiophene
  参考文献：
  名称：

  Synthesis of the first branched quaterthienyls

  摘要：

  The first synthesis of four of the 16 possible isomeric branched quarterthienyls (thienylterthiophenes) is reported. Thus, 5'-(2-thienyl)-2,2':3',2''-terthiophene, 5'-(2-thienyl)-2,2':3',3''-terthiophene, 5'-(3-thienyl)-2,2':4',2''-terthiophene, and 5'-(3-thienyl)-2,2':4',3''-terthiophene, 2a-5a, were synthesized from the respective trithienyl-1,4-butanediones 10-13, which were obtained in good yield via the Stetter reaction. The structures of 2a-5a were supported by 2D COSY spectra.

  DOI：

  10.1021/jo00017a019

文献信息

• Synthesis of substituted oligothiophenes and X-ray crystal structures of 3′-methyl-2,2′∶5′,2″-terthiophene, 3,3″-dimethyl-2,2′∶5′,2″-terthiophene and 5′-(2-thienyl)-2,2′∶3′,2″-terthiophene
  作者：Penny A. Chaloner、Sumudu R. Gunatunga、Peter B. Hitchcock

  DOI：10.1039/a607254b

  日期：——

  A range of substituted oligothiophenes has been prepared and characterised. Crystal structures were determined for three substituted terthiophenes. Both in solution and in the solid state, syn-conformers were found to be populated to a greater extent than expected.

  已制备并表征了一系列取代的寡聚噻吩。对三种取代三噻吩的晶体结构进行了测定。在溶液和固态中，发现顺式构象的存在比例超过了预期。
• Synthesis of bi- and terthiophenes initiated by microwave-assisted coupling-isomerization reaction
  作者：Oliver Grotkopp、Thomas J. J. Müller

  DOI：10.1007/s10593-017-2022-z

  日期：2017.1

  coupling-isomerization reaction is a practical entry to 1-thienyl-substituted 3-(hetero)arylpropenones, which can be transformed, either stepwise or in a one-pot fashion, via Stetter reaction into thienyl-substituted 1,4-diketones. The terminal Paal–Knorr condensation with Lawesson's reagent gives rise to the formation of bi- or terthiophenes in good yield. The title compounds show substantial blue

  微波辅助的偶联-异构化反应是1-噻吩基取代的3-（杂）芳基丙烯酮的实用入口，可通过Stetter反应将其逐步或单锅转化为噻吩基取代的1,4。 -二酮。Paal-Knorr末端与Lawesson试剂的缩合反应可高产率地形成联噻吩或三联噻吩。经紫外光激发后，标题化合物显示出基本的蓝至蓝绿色荧光。