2,3-bis(3-methylthiophen-2-yl)benzothiophene | 1047655-25-3

• 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: 2,3-bis(3-methylthiophen-2-yl)benzothiophene
• 英文别名: TTA-1；2,3-Bis(3-methylthiophen-2-yl)-1-benzothiophene
• CAS: 1047655-25-3
• 化学式: C₁₈H₁₄S₃
• 分子量: 326.507
• InChiKey: XVRQMLSZQALHPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-bis(3-methylthiophen-2-yl)benzothiophene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以60%的产率得到3-(1,1-dioxide-3-methylthiophen-2-yl)-2-(3-methylthiophen-2-yl)benzothiophenesulfone
  参考文献：
  名称：

  “Lock and Key Control” of Photochromic Reactivity by Controlling the Oxidation/Reduction State

  摘要：

  A photochemical active triangle terarylene was synthesized and the photochromic behavior was investigated. Its photochromic reactivity can be strongly suppressed by selected oxidization of the sulfur atoms in the molecules. Reactivated photochromic reactivity was obtained by deoxidization of the S,S-dioxide moieties. The suppressed photoactivity of the oxidation state was attributed to the stronger intramolecular hydrogen bonding interactions.

  DOI：

  10.1021/ol8013655
• 作为产物：
  描述：

  3-(1,1-dioxide-3-methylthiophen-2-yl)-2-(3-methylthiophen-2-yl)benzothiophenesulfone 在 甲醇 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以100%的产率得到2,3-bis(3-methylthiophen-2-yl)benzothiophene
  参考文献：
  名称：

  “Lock and Key Control” of Photochromic Reactivity by Controlling the Oxidation/Reduction State

  摘要：

  A photochemical active triangle terarylene was synthesized and the photochromic behavior was investigated. Its photochromic reactivity can be strongly suppressed by selected oxidization of the sulfur atoms in the molecules. Reactivated photochromic reactivity was obtained by deoxidization of the S,S-dioxide moieties. The suppressed photoactivity of the oxidation state was attributed to the stronger intramolecular hydrogen bonding interactions.

  DOI：

  10.1021/ol8013655