2-(p-bromophenylseleno)mesitylene | 1290541-88-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(p-bromophenylseleno)mesitylene
• 英文别名: (4-bromophenyl)(mesityl)selane；2-(4-Bromophenyl)selanyl-1,3,5-trimethylbenzene；2-(4-bromophenyl)selanyl-1,3,5-trimethylbenzene
• CAS: 1290541-88-6
• 化学式: C₁₅H₁₅BrSe
• 分子量: 354.148
• InChiKey: KERDBNKPNUMWCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,4-二溴苯 在 magnesium 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 2-(p-bromophenylseleno)mesitylene
  参考文献：
  名称：

  Electrophilic organic selenium reagents—protonated seleninic acids as precursors for unsymmetrical aromatic selenides

  摘要：

  Arylselenylations of methylbenzenes, methoxybenzenes and thiophene were smoothly achieved with selenenium ions generated by comproportionation of 1:1 mixtures of p-toluenesulfonic acid salts of seleninic acids and the corresponding diselenides. A series of p-toluenesulfonic salts of seleninic acids were prepared by hydrogen peroxide oxidation of the corresponding diselenides in the presence of p-toluenesulfonic acid. Novel 2-(organylseleno)thiophenes were obtained by heating the protonated seleninic acids with a 50-fold excess of thiophene in glacial acetic acid. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2011.02.004

文献信息

• Peracetic Acid Mediated sp2 C–H Selenation of Arenes
  作者：Chin-Fa Lee、Ping-An Hsieh、Satpal Badsara、Chia-Hsuan Tsai、Daggula Reddy

  DOI：10.1055/s-0035-1561408

  日期：——

  Peracetic acid promoted C–Se coupling reaction of arenes with diselenides under metal-free and solvent-free conditions has been described. The resulting selenide ethers were obtained in good to excellent yields. Peracetic acid provided the selenide ethers via sp 2 C–H selenation whereas previously in case of DTBP sp 3 C–H selenation was observed.

  已经描述了在无金属和无溶剂条件下过乙酸促进芳烃与二硒化物的 C-Se 偶联反应。以良好至极好的产率获得所得硒醚。过乙酸通过 sp 2 C-H 硒化提供硒醚，而以前在 DTBP sp 3 C-H 硒化的情况下观察到。
• Electrophilic organic selenium reagents—protonated seleninic acids as precursors for unsymmetrical aromatic selenides
  作者：Nicolai Stuhr-Hansen、Theis Ivan Sølling、Lars Henriksen

  DOI：10.1016/j.tet.2011.02.004

  日期：2011.4

  Arylselenylations of methylbenzenes, methoxybenzenes and thiophene were smoothly achieved with selenenium ions generated by comproportionation of 1:1 mixtures of p-toluenesulfonic acid salts of seleninic acids and the corresponding diselenides. A series of p-toluenesulfonic salts of seleninic acids were prepared by hydrogen peroxide oxidation of the corresponding diselenides in the presence of p-toluenesulfonic acid. Novel 2-(organylseleno)thiophenes were obtained by heating the protonated seleninic acids with a 50-fold excess of thiophene in glacial acetic acid. (C) 2011 Published by Elsevier Ltd.