3,3'-bis(2-hydroxyethoxy)-2,2'-bithiophene | 171085-61-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3'-bis(2-hydroxyethoxy)-2,2'-bithiophene
• 英文别名: 2-[2-[3-(2-Hydroxyethoxy)thiophen-2-yl]thiophen-3-yl]oxyethanol
• CAS: 171085-61-3
• 化学式: C₁₂H₁₄O₄S₂
• 分子量: 286.373
• InChiKey: YKKGKFKJMCCPOC-UHFFFAOYSA-N

物化性质

• 沸点：
  415.3±40.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3'-bis(2-hydroxyethoxy)-2,2'-bithiophene 在 吡啶 、 sodium hydride 作用下， 反应 1.0h， 生成
  参考文献：
  名称：

  Ionoresistivity as a highly sensitive sensory probe: investigations of polythiophenes functionalized with calix[4]arene-based ion receptors

  摘要：

  Herein we report the synthesis, optical, and electrochemical properties of a calix[4]arene-substituted polythiophene which demonstrates ion selective voltammetric, chromic, fluorescent, and resistive responses. The ionochromic response of this polythiophene on exposure to Na+ shows an increased effective conjugation length of the polymer backbone. Despite this, Na+ induces a large positive shift in the potential at which the polymer is oxidized (>+100 mV) commensurate with a large decrease in conductivity (>99%). Although the calix[4]arene-substituted polythiophene exhibits no changes in the W-vis spectrum and only minimal changes in the voltammetric responses on exposure to Li+ or K+, there are large decreases in relative conductivities (69% and 47%, respectively). Thus, although the sensory properties of this polymer are expressed via several measurable entities, the ionoresistive response is clearly the most sensitive. This sensitivity originates from the cooperative nature of carrier transport in a CP and is thus inherent in chemoresistive CPs.

  DOI：

  10.1021/ja00144a009
• 作为产物：
  描述：

  3,3'-bis(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)-2,2'-bithiophene 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 以100%的产率得到3,3'-bis(2-hydroxyethoxy)-2,2'-bithiophene
  参考文献：
  名称：

  Ionoresistivity as a highly sensitive sensory probe: investigations of polythiophenes functionalized with calix[4]arene-based ion receptors

  摘要：

  Herein we report the synthesis, optical, and electrochemical properties of a calix[4]arene-substituted polythiophene which demonstrates ion selective voltammetric, chromic, fluorescent, and resistive responses. The ionochromic response of this polythiophene on exposure to Na+ shows an increased effective conjugation length of the polymer backbone. Despite this, Na+ induces a large positive shift in the potential at which the polymer is oxidized (>+100 mV) commensurate with a large decrease in conductivity (>99%). Although the calix[4]arene-substituted polythiophene exhibits no changes in the W-vis spectrum and only minimal changes in the voltammetric responses on exposure to Li+ or K+, there are large decreases in relative conductivities (69% and 47%, respectively). Thus, although the sensory properties of this polymer are expressed via several measurable entities, the ionoresistive response is clearly the most sensitive. This sensitivity originates from the cooperative nature of carrier transport in a CP and is thus inherent in chemoresistive CPs.

  DOI：

  10.1021/ja00144a009