1-[4-(全氟丁基)苯基]-1-丁醇 | 333334-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-[4-(全氟丁基)苯基]-1-丁醇
• 英文名称: 1-[4-(perfluorobutyl)phenyl]-1-butanol
• 英文别名: 1-[4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)phenyl]butan-1-ol
• CAS: 333334-08-0
• 化学式: C₁₄H₁₃F₉O
• 分子量: 368.242
• InChiKey: RLYXBASDTBNWBM-UHFFFAOYSA-N

物化性质

• 沸点：
  280.1±40.0 °C(Predicted)
• 密度：
  1.366±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.44
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-[4-(全氟丁基)苯基]-1-丁醇 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 sodium phenyl 1-[(4-perfluorobutyl)phenyl]-1-butylphosphate
  参考文献：
  名称：

  Synthesis of phosphate-type fluorocarbon–hydrocarbon hybrid surfactants and their adsorption onto calcium hydroxyapatite

  摘要：

  Five novel phosphate-type hybrid surfactants, CmF2m+1C6H4CH[OPO2(OC6H5)Na]CnH2n+1 (FmPHnPPhNa: m 4,6, 8; n = 3, 5), have been synthesized. When compared with sulfate-type hybrid surfactants, CmF2m+1C6H4CH(OSO3Na)CnH2n+1(C6H4 p-phenylene), the new hybrid surfactants were found to have comparable abilities to lower the surface tension of water. The critical micelle concentrations of FmPHnPPhNa followed Klevens' rule and their occupied areas per molecule increased with increasing m and n. Calcium hydroxyapatite (CaHAp) pellets modified with FmPH3PPhNa gave high hydro and lipophobic surfaces. The hybrid surfactants are expected to be useful as new dental reagents for oral hygiene. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.05.015
• 作为产物：
  描述：

  1-(4-碘苯基)丁烷-1-酮 在 sodium tetrahydroborate 、 铜 、 二甲基亚砜 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 5.0h， 生成 1-[4-(全氟丁基)苯基]-1-丁醇
  参考文献：
  名称：

  苯环硫酸盐型杂化表面活性剂的合成及溶液性质

  摘要：

  九种新型硫酸盐型杂化表面活性剂，C m F 2 m +1 C 6 H 4 CH（OSO 3 Na）C n H 2 n +1（F m PH n OS：m = 4，6，8; n = 3 ，5，7; C 6 H 4：p-亚苯基），在其分子中具有苯环。使烷酰氯在氯化铝的存在下与碘苯反应，得到相应的芳族酮。酮与全氟烷基碘的反应产生1- [4-（全氟烷基）苯基] -1-链烷酮作为中间体。在硼氢化钠存在下，使中间体与甲醇在四氢呋喃中反应，得到1- [4-（全氟烷基）苯基] -1-链烷醇。所需的杂化表面活性剂是通过使1- [4-（全氟烷基）苯基-1-链烷醇与三氧化硫/吡啶配合物在吡啶中反应，以及随后用氢氧化钠溶液中和产物而获得的。与常规杂化表面活性剂相比，C m F 2 m+1 C 6 H 4 COCH（SO 3 Na）C n H 2 n +1（F m H n S：m = 4，6; n = 2，4，6; C

  DOI：

  10.1016/j.jfluchem.2003.08.007

文献信息

• Synthesis and solution properties of sulfate-type hybrid surfactants with a benzene ring
  作者：Haruhiko Miyazawa、Kanako Igawa、Yukishige Kondo、Norio Yoshino

  DOI：10.1016/j.jfluchem.2003.08.007

  日期：2003.12

  molecules were synthesized. Alkanoyl chlorides were allowed to react with iodobenzene in the presence of aluminum chloride to give the corresponding aromatic ketones. The reaction of the ketones with perfluoroalkyl iodides yielded 1-[4-(perfluoroalkyl)phenyl]-1-alkanones as intermediates. The intermediates were allowed to react with methanol in tetrahydrofuran in the presence of sodium borohydride

  九种新型硫酸盐型杂化表面活性剂，C m F 2 m +1 C 6 H 4 CH（OSO 3 Na）C n H 2 n +1（F m PH n OS：m = 4，6，8; n = 3 ，5，7; C 6 H 4：p-亚苯基），在其分子中具有苯环。使烷酰氯在氯化铝的存在下与碘苯反应，得到相应的芳族酮。酮与全氟烷基碘的反应产生1- [4-（全氟烷基）苯基] -1-链烷酮作为中间体。在硼氢化钠存在下，使中间体与甲醇在四氢呋喃中反应，得到1- [4-（全氟烷基）苯基] -1-链烷醇。所需的杂化表面活性剂是通过使1- [4-（全氟烷基）苯基-1-链烷醇与三氧化硫/吡啶配合物在吡啶中反应，以及随后用氢氧化钠溶液中和产物而获得的。与常规杂化表面活性剂相比，C m F 2 m+1 C 6 H 4 COCH（SO 3 Na）C n H 2 n +1（F m H n S：m = 4，6; n = 2，4，6; C
• Synthesis of phosphate-type fluorocarbon–hydrocarbon hybrid surfactants and their adsorption onto calcium hydroxyapatite
  作者：Haruhiko Miyazawa、Hiroyuki Yokokura、Yuki Ohkubo、Yukishige Kondo、Norio Yoshino

  DOI：10.1016/j.jfluchem.2004.05.015

  日期：2004.10

  Five novel phosphate-type hybrid surfactants, CmF2m+1C6H4CH[OPO2(OC6H5)Na]CnH2n+1 (FmPHnPPhNa: m 4,6, 8; n = 3, 5), have been synthesized. When compared with sulfate-type hybrid surfactants, CmF2m+1C6H4CH(OSO3Na)CnH2n+1(C6H4 p-phenylene), the new hybrid surfactants were found to have comparable abilities to lower the surface tension of water. The critical micelle concentrations of FmPHnPPhNa followed Klevens' rule and their occupied areas per molecule increased with increasing m and n. Calcium hydroxyapatite (CaHAp) pellets modified with FmPH3PPhNa gave high hydro and lipophobic surfaces. The hybrid surfactants are expected to be useful as new dental reagents for oral hygiene. (C) 2004 Elsevier B.V. All rights reserved.