3-(12',12',13',13',14',14',15',15'-nonafluoropentadecyl)veratrole | 131545-69-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(12',12',13',13',14',14',15',15'-nonafluoropentadecyl)veratrole
• CAS: 131545-69-2
• 化学式: C₂₃H₃₁F₉O₂
• 分子量: 510.484
• InChiKey: RYGAPJARWKJIHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.62
• 重原子数：
  34.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(12',12',13',13',14',14',15',15'-nonafluoropentadecyl)veratrole 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以0.848 g的产率得到3-(12,12,13,13,14,14,15,15,15-九氟十五烷基)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
• 作为产物：
  描述：

  3-(10'-undecenyl)veratrole 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 3-(12',12',13',13',14',14',15',15'-nonafluoropentadecyl)veratrole
  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