2,5-Difluoro-3-(2,2,6,6-tetramethyl-1-oxidopiperidin-4-yl)oxy-6-(2,2,6,6-tetramethyl-1-oxopiperidin-1-ium-4-yl)oxycyclohexa-2,5-diene-1,4-dione | 1201031-15-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-Difluoro-3-(2,2,6,6-tetramethyl-1-oxidopiperidin-4-yl)oxy-6-(2,2,6,6-tetramethyl-1-oxopiperidin-1-ium-4-yl)oxycyclohexa-2,5-diene-1,4-dione
• 英文别名: 2,5-difluoro-3-(2,2,6,6-tetramethyl-1-oxidopiperidin-4-yl)oxy-6-(2,2,6,6-tetramethyl-1-oxopiperidin-1-ium-4-yl)oxycyclohexa-2,5-diene-1,4-dione
• CAS: 1201031-15-3
• 化学式: C₂₄H₃₄F₂N₂O₆
• 分子量: 484.541
• InChiKey: HNFXFCDIQBLPJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  61.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  阻聚剂701 、 四氟对苯醌 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以21%的产率得到2,5-Difluoro-3-(2,2,6,6-tetramethyl-1-oxidopiperidin-4-yl)oxy-6-(2,2,6,6-tetramethyl-1-oxopiperidin-1-ium-4-yl)oxycyclohexa-2,5-diene-1,4-dione
  参考文献：
  名称：

  Spin-Carrying Benzoquinone Derivatives

  摘要：

  Several 1,4-benzoquinone derivatives carrying oxy-TEMPO radical(s) at the 2-position or 2, 5-positions were found to give black crystals by recrystallization from pale yellow solutions and it was revealed from their crystal structures that unusual single-component CT complexes were formed, in which a nitroxide moiety plays the roll of a donor part and a 1,4-benzoquinone group of the same molecule works as an acceptor part, respectively. On the contrary, no CT formation was found for the derivatives carrying oxy-TEMPO radicals at 2,6-positions and one of the TEMPO groups contributes to a CT formation in a 1,4-benzoquinone derivative carrying amino-TEMPO radicals at 2, 5-positions derived from fluoranil, while the other one has a close oxygen-to-oxygen contact with another neighboring molecule to give a very large exchange coupling of J/k(B) = -154 K.

  DOI：

  10.1021/jo902007m

文献信息

• Spin-Carrying Benzoquinone Derivatives
  作者：Shin’ichi Nakatsuji、Mitsunori Nobusawa、Hideto Suzuki、Hiroki Akutsu、Jun-ichi Yamada

  DOI：10.1021/jo902007m

  日期：2009.12.18

  Several 1,4-benzoquinone derivatives carrying oxy-TEMPO radical(s) at the 2-position or 2, 5-positions were found to give black crystals by recrystallization from pale yellow solutions and it was revealed from their crystal structures that unusual single-component CT complexes were formed, in which a nitroxide moiety plays the roll of a donor part and a 1,4-benzoquinone group of the same molecule works as an acceptor part, respectively. On the contrary, no CT formation was found for the derivatives carrying oxy-TEMPO radicals at 2,6-positions and one of the TEMPO groups contributes to a CT formation in a 1,4-benzoquinone derivative carrying amino-TEMPO radicals at 2, 5-positions derived from fluoranil, while the other one has a close oxygen-to-oxygen contact with another neighboring molecule to give a very large exchange coupling of J/k(B) = -154 K.