2-n-octyl-4-iodothiophene | 1369484-78-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2-n-octyl-4-iodothiophene
• CAS: 1369484-78-5
• 化学式: C₁₂H₁₉IS
• 分子量: 322.253
• InChiKey: ACGIHBMGDVGFSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  14.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-n-octyl-4-iodothiophene 、 2,2-Bi噻吩-5,5-二硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 以21%的产率得到2-Octyl-4-[5-[5-(5-octylthiophen-3-yl)thiophen-2-yl]thiophen-2-yl]thiophene
  参考文献：
  名称：

  Improved stability of organic field-effect transistor performance in oligothiophenes including β-isomers

  摘要：

  Dialkyl quarter-and quinquethiophenes end-capped with beta-connected thiophenes are prepared, and the field-effect transistor (FET) properties are investigated. Molecular orbital calculation as well as the redox and optical measurements indicate that the beta-isomers have low-lying HOMO levels and large energy gaps compared with the alpha-isomers. Molecular packing of the dihexylquaterthiophene with beta-isomers consists of a typical herringbone motif analogous to the alpha-isomers. In the single crystal, the alkyl chains are extending in the tilted directions from the core molecular plane, but straightly extending in the thin films, resulting in even more perpendicular molecular arrangement to the substrate than the alpha-isomers. These beta-isomers show p-type FET performance comparable to the corresponding alpha-isomers, whereas all new oligothiophenes show air stability better than the corresponding alpha-isomers. In particular, dihexylquinquethiophene with beta-isomers has shown significantly improved air stability maintained over 270 days. This stabilization effect is ascribed to the low-lying HOMO level and the dense packing realized by perpendicular molecular arrangement. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.004