2-(perfluorohexyl)hydroquinone | 135957-85-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(perfluorohexyl)hydroquinone
• 英文别名: 2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)benzene-1,4-diol
• CAS: 135957-85-6
• 化学式: C₁₂H₅F₁₃O₂
• 分子量: 428.15
• InChiKey: GELWGJYZVUJAFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.29
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4-Hydroxy-4-perfluorohexyl-2,5-cyclohexadien-1-one 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以64%的产率得到2-(perfluorohexyl)hydroquinone
  参考文献：
  名称：

  Uno, Hidemitsu; Yayama, Ayumi; Suzuki, Hitomi, Chemistry Letters, 1991, # 7, p. 1165 - 1168

  摘要：

  DOI：

文献信息

• Uno, Hidemitsu; Yayama, Ayumi; Suzuki, Hitomi, Chemistry Letters, 1991, # 7, p. 1165 - 1168
  作者：Uno, Hidemitsu、Yayama, Ayumi、Suzuki, Hitomi

  DOI：——

  日期：——
• Perfluoroalkyl migration in the rearrangement of 4-perfluoroalkyl-4-quinols
  作者：Hidemitsu Uno、Ayumi Yayama、Hitomi Suzuki

  DOI：10.1016/s0040-4020(01)86584-4

  日期：1992.9

  Heating a DMSO solution of 4-(perfluoro-n-alkyl)-4-hydroxy-2,5-cyclohexadien-1-one (4-perfluoroalkyl-4-quinols) in the presence of a catalytic amount of base brought about 1,2-migration of the perfluoroalkyl group to give 2-(perfluoro-n-alkyl)hydroquinone or 5-(perfluoro-n-alkyl)-2-cyclohexene-1,4-dione depending upon the substitution pattern of the quinol. The similar rearrangement of 4-perfluoroisopropyl-4-hydroxy-2,5-cyclohexadien-1-one occurred very smoothly at room temperature under the basic conditions. 5-Hydroxy-4-methyl-5-perfluorooctyl-1-propyl-3-pyrrolin-2-one underwent the base-induced rearrangement to afford a perfluorooctylated succinimide derivative. On the other hand, 5-hydroxy-3-methyl-5-perfluorooctyl-1-propyl-3-pyrrolin-2-one and 5-hydroxy-1-isobutyl-5-perfluorooctyl-3-pyrrolin-2-one did not suffer any rearrangement, although their structures were very similar to the 4-methylated one.