2,5,8-tris-n-butylaminotrifluoro-1,4-naphthoquinone | 1217482-77-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,5,8-tris-n-butylaminotrifluoro-1,4-naphthoquinone
• CAS: 1217482-77-3
• 化学式: C₂₂H₃₀F₃N₃O₂
• 分子量: 425.494
• InChiKey: DYOXGNASFQMYIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.34
• 重原子数：
  30.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  70.23
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,5,8-tris-n-butylaminotrifluoro-1,4-naphthoquinone 、 正丁胺 以 二甲基亚砜 为溶剂， 反应 20.0h， 以100%的产率得到2,5,6,8-tetra-n-butylaminodifluoro-1,4-naphthoquinone
  参考文献：
  名称：

  Aminodefluorination of 2-X-pentafluoro-1,4-naphthoquinones (X = NH Bu, NEt2, and OMe)

  摘要：

  Aminodefluorination of 2-n-butylamino- and 2-diethylaminopentafluoro-1,4-naphthoquinone by alkylamines (HNRR2)-R-1 ((NRR2)-R-1 = NHEt, (NHBu)-Bu-n and NEt2) occurs at the 6- or 8-position and further, accordingly, at the 8- or at one of the 5- and 6-sites. The isomer ratio changes significantly in favor of a beta-replacement product with solvent variation in the sequence: toluene < 1,4-dioxane < DMSO. n-Butylaminodefluorination of 2-methoxypentafluoro-1,4-naphthoquinone gives mixtures of fluorine substitution products both on the benzene and quinone rings. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.10.007
• 作为产物：
  描述：

  2,8-di-(n-butylamino)-3,5,6,7-tetrafluoro-1,4-naphthoquinone 、 正丁胺 以 1,4-二氧六环 为溶剂， 反应 6.5h， 以87%的产率得到2,6,8-tri-(n-butylamino)-3,5,7-trifluoro-1,4-naphthoquinone
  参考文献：
  名称：

  Aminodefluorination of 2-X-pentafluoro-1,4-naphthoquinones (X = NH Bu, NEt2, and OMe)

  摘要：

  Aminodefluorination of 2-n-butylamino- and 2-diethylaminopentafluoro-1,4-naphthoquinone by alkylamines (HNRR2)-R-1 ((NRR2)-R-1 = NHEt, (NHBu)-Bu-n and NEt2) occurs at the 6- or 8-position and further, accordingly, at the 8- or at one of the 5- and 6-sites. The isomer ratio changes significantly in favor of a beta-replacement product with solvent variation in the sequence: toluene < 1,4-dioxane < DMSO. n-Butylaminodefluorination of 2-methoxypentafluoro-1,4-naphthoquinone gives mixtures of fluorine substitution products both on the benzene and quinone rings. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.10.007