Propanedinitrile, [2,5-bis(1,1-dimethylethyl)-3,4-dihydroxyphenyl]- | 193472-75-2

• 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: Propanedinitrile, [2,5-bis(1,1-dimethylethyl)-3,4-dihydroxyphenyl]-
• 英文别名: 2-(2,5-ditert-butyl-3,4-dihydroxyphenyl)propanedinitrile
• CAS: 193472-75-2
• 化学式: C₁₇H₂₂N₂O₂
• 分子量: 286.374
• InChiKey: PIHNWOJPCLEHPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  88
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Propanedinitrile, [2,5-bis(1,1-dimethylethyl)-3,4-dihydroxyphenyl]- 在 硝酸 作用下， 以 甲醇 为溶剂， 以91%的产率得到2-(2,5-Di-tert-butyl-3-hydroxy-4-oxo-cyclohexa-2,5-dienylidene)-malononitrile
  参考文献：
  名称：

  Functionalized derivatives of sterically hinderedo-quinones and pyrocatechols. 3,6-di-tert-butyl-4-dicyanometyl-1,2-benzoquinone and its isomers

  摘要：

  Base-catalyzed interaction of 3,6-di-rert-butyl-1,2-benzoquinone with malononitrile mainly occurs as 1,4-addition to give 3,6-di-tert-butyl-4-dicyanomethylpyrocatechol. Its oxidation leads to 3,6-di-tert-butyl-4-dicyanomethyl-1,2-benzoquinone, which converts into 3,6-di-tert-butyl-2-hydroxy-alpha,alpha-dicyano- 1,4-quinomethane in solution and in the solid state. The latter rearranges into isomeric 3,6-di-tert-butyl-5-dicyanomethylenecyclohex-3-ene-1,2-dione. Reverse conversion occurs under the action of amines. Semiquinone complexes of dicyanomethylquinone were studied in solutions by ESK.

  DOI：

  10.1007/bf02494376
• 作为产物：
  描述：

  3,6-二叔丁基环己-3,5-二烯-1,2-二酮 、 丙二腈 在 三乙胺 作用下， 以 甲醇 为溶剂， 以78%的产率得到Propanedinitrile, [2,5-bis(1,1-dimethylethyl)-3,4-dihydroxyphenyl]-
  参考文献：
  名称：

  Functionalized derivatives of sterically hinderedo-quinones and pyrocatechols. 3,6-di-tert-butyl-4-dicyanometyl-1,2-benzoquinone and its isomers

  摘要：

  Base-catalyzed interaction of 3,6-di-rert-butyl-1,2-benzoquinone with malononitrile mainly occurs as 1,4-addition to give 3,6-di-tert-butyl-4-dicyanomethylpyrocatechol. Its oxidation leads to 3,6-di-tert-butyl-4-dicyanomethyl-1,2-benzoquinone, which converts into 3,6-di-tert-butyl-2-hydroxy-alpha,alpha-dicyano- 1,4-quinomethane in solution and in the solid state. The latter rearranges into isomeric 3,6-di-tert-butyl-5-dicyanomethylenecyclohex-3-ene-1,2-dione. Reverse conversion occurs under the action of amines. Semiquinone complexes of dicyanomethylquinone were studied in solutions by ESK.

  DOI：

  10.1007/bf02494376

文献信息

• Functionalized derivatives of sterically hinderedo-quinones and pyrocatechols. 3,6-di-tert-butyl-4-dicyanometyl-1,2-benzoquinone and its isomers
  作者：G. A. Abakumov、V. I. Nevodchikov、N. V. Zaitova、N. O. Druzhkov、L. G. Abakumova、Yu. A. Kurskii、V. K. Cherkasov

  DOI：10.1007/bf02494376

  日期：1997.2

  Base-catalyzed interaction of 3,6-di-rert-butyl-1,2-benzoquinone with malononitrile mainly occurs as 1,4-addition to give 3,6-di-tert-butyl-4-dicyanomethylpyrocatechol. Its oxidation leads to 3,6-di-tert-butyl-4-dicyanomethyl-1,2-benzoquinone, which converts into 3,6-di-tert-butyl-2-hydroxy-alpha,alpha-dicyano- 1,4-quinomethane in solution and in the solid state. The latter rearranges into isomeric 3,6-di-tert-butyl-5-dicyanomethylenecyclohex-3-ene-1,2-dione. Reverse conversion occurs under the action of amines. Semiquinone complexes of dicyanomethylquinone were studied in solutions by ESK.