| 420115-11-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 420115-11-3
• 化学式: C₂₁H₁₅F₁₃O₃S
• 分子量: 594.394
• InChiKey: RUGJGOXCNJVDAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  38.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 间氯过氧苯甲酸 作用下， 以 乙酸乙酯 为溶剂， 生成 Carbonic acid isobutyl ester 6-(tridecafluorohexane-1-sulfonyl)-naphthalen-2-yl ester
  参考文献：
  名称：

  Hydrogen bonding and cooperativity effects on the assembly of alkyl- and perfluoroalkyl-sulfonyl naphthols: F···F non-bonded interactions†

  摘要：

  与非氟化类似物（1）相比，6-全氟己基磺酰基-2-萘酚（1F）的晶体结构（包括ÏâÏ堆叠芳香族相互作用和 FÂ-Â-Â-F 非键接触）存在重要差异，这似乎转化成了它们在固态和溶液中的光物理特性差异。

  DOI：

  10.1039/a905940g
• 作为产物：
  描述：

  6-(Isobutoxycarbonyloxy)naphthalene-2-sulphonyl chloride 在 sodium ethanolate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成
  参考文献：
  名称：

  Hydrogen bonding and cooperativity effects on the assembly of alkyl- and perfluoroalkyl-sulfonyl naphthols: F···F non-bonded interactions†

  摘要：

  与非氟化类似物（1）相比，6-全氟己基磺酰基-2-萘酚（1F）的晶体结构（包括ÏâÏ堆叠芳香族相互作用和 FÂ-Â-Â-F 非键接触）存在重要差异，这似乎转化成了它们在固态和溶液中的光物理特性差异。

  DOI：

  10.1039/a905940g

文献信息

• Photochemistry of “Super” Photoacids. 3. Excited-State Proton Transfer from Perfluoroalkylsulfonyl-Substituted 2-Naphthols
  作者：Caroline Clower、Kyril M. Solntsev、Janusz Kowalik、Laren M. Tolbert、Dan Huppert

  DOI：10.1021/jp012774n

  日期：2002.4.1

  As a continuation of our efforts in the synthesis and investigation of novel "super" photoacids, in this article we report on the effect of fluoroalkanesulfonyl groups on the photoacidity of 2-naphthol. These groups, known to be the strongest electron-withdrawing substituents, were expected to increase the photoacidity to a greater extent as compared to previously described cyano- and methanesulfonyl groups. Indeed, we have found that 6-perfluoromethylsulfonyl-2-naphthol (6F3) is more acidic in the ground state and noticeably more acidic in the excited state than is previously synthesized 6-cyano-2-naphthol. The unusually short fluorescence lifetimes of the naphthol and the conjugated anion, which are explained by effective resonance/intramolecular charge transfer, mask the extended photoacidity of 6F3. Photochemical investigations of 6-perfluorohexylsulfonyl-2-naphthol(6F13) in protic solvents are complicated by aggregation.