3-(6,6,7,7,8,8,9,9,10,10,11,11,11-十三氟十一烷基)苯-1,2-二醇 | 131545-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-(6,6,7,7,8,8,9,9,10,10,11,11,11-十三氟十一烷基)苯-1,2-二醇
• 英文名称: 3-(6,6,7,7,8,8,9,9,10,10,11,11,11-Tridecafluoro-undecyl)-benzene-1,2-diol
• 英文别名: 3-(Tridecafluoroundecyl)catechol；3-(6,6,7,7,8,8,9,9,10,10,11,11,11-tridecafluoroundecyl)benzene-1,2-diol
• CAS: 131545-70-5
• 化学式: C₁₇H₁₅F₁₃O₂
• 分子量: 498.284
• InChiKey: YSINYTWRJZQLMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  全氟己基碘烷 在 偶氮二异丁腈 、 三正丁基氢锡 、 三溴化硼 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 10.0h， 生成 3-(6,6,7,7,8,8,9,9,10,10,11,11,11-十三氟十一烷基)苯-1,2-二醇
  参考文献：
  名称：

  Perfluorinated analogs of poison ivy allergens. Synthesis and skin tolerogenic activity in mice

  摘要：

  3-(Tridecafluoroundecyl)catechol (8) and 3-(nonafluoropentadecyl)catechol (9), prefluorinated analogues of pentadecylcatechol (PDC), a constituent of poison ivy, have been synthesized. These compounds were nonsensitizers in mice. Compounds 8 and 9, however, were elicitors of allegic contact dermatitis in PDC-sensitized animals. Moreover, compound 9 exhibited tolerogenic properties to sensitization by poison ivy allergens, i.e. mice pretreated with perfluorinated compounds could not be sensitized to PDC.

  DOI：

  10.1021/jm00107a022

文献信息

• Perfluorinated analogs of poison ivy allergens. Synthesis and skin tolerogenic activity in mice
  作者：Rossana Fraginals、Marcel Schaeffer、Jean Luc Stampf、Claude Benezra

  DOI：10.1021/jm00107a022

  日期：1991.3

  3-(Tridecafluoroundecyl)catechol (8) and 3-(nonafluoropentadecyl)catechol (9), prefluorinated analogues of pentadecylcatechol (PDC), a constituent of poison ivy, have been synthesized. These compounds were nonsensitizers in mice. Compounds 8 and 9, however, were elicitors of allegic contact dermatitis in PDC-sensitized animals. Moreover, compound 9 exhibited tolerogenic properties to sensitization by poison ivy allergens, i.e. mice pretreated with perfluorinated compounds could not be sensitized to PDC.