3-methyl-2,5-bis(phenylseleno)thiophene | 158957-00-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-methyl-2,5-bis(phenylseleno)thiophene
• 英文别名: 3-Methyl-2,5-bis(phenylselanyl)thiophene
• CAS: 158957-00-7
• 化学式: C₁₇H₁₄SSe₂
• 分子量: 408.284
• InChiKey: WGCICDXCCCOPCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.37
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二苯基二硒醚 、 3-methyl-2,5-bis(phenylseleno)thiophene 在 ammonium peroxydisulfate 作用下， 以 乙腈 为溶剂， 以94%的产率得到3-methyl-2,4,5-tris(phenylseleno)thiophene
  参考文献：
  名称：

  Electrophilic phenylselenenylation of thiophenes. Synthesis of poly(phenylseleno)thiophenes.

  摘要：

  The phenylselenenyl sulfate, generated from the oxidation of diphenyl diselenide with ammonium persulfate, easily effects electrophilic aromatic substitution reactions on thiophene, 2-and 3-methylthiophenes and on 3-bromothiophene. The phenylseleno group activates the substrate to further substitution. Under controlled experimental conditions, it is thus possible to introduce the desired number of phenylseleno groups into the thiophene ring.

  DOI：

  10.1016/s0040-4020(01)89595-8
• 作为产物：
  描述：

  3-甲基噻吩 在 ammonium peroxydisulfate 作用下， 以 乙腈 为溶剂， 生成 3-methyl-2,5-bis(phenylseleno)thiophene
  参考文献：
  名称：

  Electrophilic phenylselenenylation of thiophenes. Synthesis of poly(phenylseleno)thiophenes.

  摘要：

  The phenylselenenyl sulfate, generated from the oxidation of diphenyl diselenide with ammonium persulfate, easily effects electrophilic aromatic substitution reactions on thiophene, 2-and 3-methylthiophenes and on 3-bromothiophene. The phenylseleno group activates the substrate to further substitution. Under controlled experimental conditions, it is thus possible to introduce the desired number of phenylseleno groups into the thiophene ring.

  DOI：

  10.1016/s0040-4020(01)89595-8