2,2'-(diselanediylbis(propane-3,1-diyl))bis(isoindoline-1,3-dione) | 36739-44-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2,2'-(diselanediylbis(propane-3,1-diyl))bis(isoindoline-1,3-dione)
• 英文别名: N,N'-(4,5-diselena-octane-1,8-diyl)-bis-phthalimide；2-[3-[3-(1,3-Dioxoisoindol-2-yl)propyldiselanyl]propyl]isoindole-1,3-dione；2-[3-[3-(1,3-dioxoisoindol-2-yl)propyldiselanyl]propyl]isoindole-1,3-dione
• CAS: 36739-44-3
• 化学式: C₂₂H₂₀N₂O₄Se₂
• 分子量: 534.332
• InChiKey: GFIZVZFEYPCJID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-(diselanediylbis(propane-3,1-diyl))bis(isoindoline-1,3-dione) 在 双氧水 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 12.0h， 生成 3-(N-phthalimido)propyl 2-thienyl selenide
  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
• 作为产物：
  描述：

  N-(3-溴丙基)苯二胺 在 magnesium 、 selenium 、 双氧水 作用下， 以 乙醚 、 水 为溶剂， 生成 2,2'-(diselanediylbis(propane-3,1-diyl))bis(isoindoline-1,3-dione)
  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

• A Scalable Process for the Synthesis of 1,2-Dialkyldiselanes and 1-Alkaneselenols
  作者：John P. Cooksey、Philip J. Kocieński、A. John Blacker

  DOI：10.1021/acs.oprd.9b00380

  日期：2019.11.15

  telescoped process for the synthesis of 1-alkaneselenols entails (1) the rapid formation of potassium selenocyanate from potassium cyanide and selenium in methanol, (2) the nucleophilic substitution of bromoalkanes or alkyl tosylates with potassium selenocyanate, (3) the mild base-catalyzed conversion of the resultant 1-alkaneselenocyanates to 1,2-dialkyldiselanes (the Krief reaction), and (4) the reduction

  合成1-链烯醇的四步伸缩方法需要（1）从甲醇中的氰化钾和硒快速形成硒氰酸钾，（2）用硒氰酸钾将溴代烷烃或烷基甲苯磺酸盐进行亲核取代，（3）所得的1-链烯硒酸酯的温和碱催化转化为1，2-二烷基二烯酮（Krief反应），和（4）用次磷酸还原所得的1，2-二烷基二烯酮，得到所需的1-链烯基烯醇。该方法已被用于生产10.4摩尔规模的1-辛烯酚。描述了该过程的九个示例。
• Draguet,C.; Renson,M., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1972, vol. 274, p. 1637 - 1640
  作者：Draguet,C.、Renson,M.

  DOI：——

  日期：——