3-Perfluoro-n-hexylthiophene | 128032-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-Perfluoro-n-hexylthiophene
• 英文别名: 3-perfluorohexylthiophene；3-(Tridecafluorohexyl)thiophene；3-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)thiophene
• CAS: 128032-23-5
• 化学式: C₁₀H₃F₁₃S
• 分子量: 402.179
• InChiKey: LETXBCZWFVRELS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  3-Perfluoro-n-hexylthiophene 在 四(三苯基膦)钯 、 正丁基锂 、 barium hydroxide octahydrate 、 溴 、 potassium acetate 、 sodium acetate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 水 为溶剂， 反应 41.0h， 生成 2-(9,9-dihexyl-7-(4-(perfluorohexyl)thiophen-2-yl)-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  Incorporation of perfluorohexyl-functionalised thiophenes into oligofluorene-truxenes: synthesis and physical properties

  摘要：

  含有末端位置的全氟己基硫代噻吩单元的寡聚芴基三联苯被合成，并研究了它们的光学和电化学性质，以确定全氟己基硫代噻吩单元对寡聚物的HOMO和LUMO性质的影响。通过合成具有更长寡聚芴基臂的分子，探索了全氟己基硫代噻吩单元对较大寡聚物的影响。通过改变链在噻吩基团上的位置来评估全氟己基链的立体位阻效应。

  DOI：

  10.3762/bjoc.9.141
• 作为产物：
  描述：

  3-碘噻吩 、 全氟己基碘烷 在 铜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以64%的产率得到3-Perfluoro-n-hexylthiophene
  参考文献：
  名称：

  Incorporation of perfluorohexyl-functionalised thiophenes into oligofluorene-truxenes: synthesis and physical properties

  摘要：

  含有末端位置的全氟己基硫代噻吩单元的寡聚芴基三联苯被合成，并研究了它们的光学和电化学性质，以确定全氟己基硫代噻吩单元对寡聚物的HOMO和LUMO性质的影响。通过合成具有更长寡聚芴基臂的分子，探索了全氟己基硫代噻吩单元对较大寡聚物的影响。通过改变链在噻吩基团上的位置来评估全氟己基链的立体位阻效应。

  DOI：

  10.3762/bjoc.9.141

文献信息

• Fluoroalkylation of aromatic compounds with per(poly)fluoroalkyl chlorides initiated by sodium dithionite in DMSO
  作者：Xiao-Ting Huang、Zheng-Yu Long、Qing-Yun Chen

  DOI：10.1016/s0022-1139(01)00442-0

  日期：2001.10

  Treatment of electron-rich aromatic and heteroaromatic. compounds with per(poly)fluoroalkyl chlorides in the presence of sodium dithionite in DMSO gives the corresponding fluoroalkylated products in moderate to good yields. The structures and yields of products depend mainly on the position and electron-donating ability of the substituents on the aromatic compounds. (C) 2001 Elsevier Science B.V. All rights reserved.
• Polyfluoroalkylation of bromoheterocyclic compounds via perfluoroalkylcopper intermediates
  作者：Grace J. Chen、Christ Tamborski

  DOI：10.1016/s0022-1139(00)81565-1

  日期：1990.1
• CHEN, GRACE J.;TAMBORSKI, CHRIST, J. FLUOR. CHEM., 46,(1990) N, C. 137-159
  作者：CHEN, GRACE J.、TAMBORSKI, CHRIST

  DOI：——

  日期：——
• SILICON-BASED ENERGY STORAGE DEVICES WITH FUNCTIONAL THIOPHENE COMPOUNDS OR DERIVATIVES OF THIOPHENE CONTAINING ELECTROLYTE ADDITIVES
  申请人：Enevate Corporation

  公开号：US20200388881A1

  公开（公告）日：2020-12-10

  Electrolytes and electrolyte additives for energy storage devices comprising functional thiophene compounds are disclosed. The energy storage device comprises a first electrode and a second electrode, wherein at least one of the first electrode and the second electrode is a Si-based electrode, a separator between the first electrode and the second electrode, an electrolyte, and at least one electrolyte additive selected from a thiophene compound.
• Incorporation of perfluorohexyl-functionalised thiophenes into oligofluorene-truxenes: synthesis and physical properties
  作者：Neil Thomson、Alexander L Kanibolotsky、Joseph Cameron、Tell Tuttle、Neil J Findlay、Peter J Skabara

  DOI：10.3762/bjoc.9.141

  日期：——

  Oligofluorene-functionalised truxenes containing perfluorohexylthiophene units at the terminal positions on the arms were synthesised, and their optical and electrochemical properties were investigated to determine the effect that the perfluorohexylthiophene unit has on the HOMO and LUMO properties of the oligomers. By synthesising a molecule with longer oligofluorene arms the effects of the perfluorohexylthiophene unit on larger oligomers was explored. The effect of steric hindrance from the perfluorohexyl chain was also evaluated by altering the position of the chain on the thiophene moiety.

  含有末端位置的全氟己基硫代噻吩单元的寡聚芴基三联苯被合成，并研究了它们的光学和电化学性质，以确定全氟己基硫代噻吩单元对寡聚物的HOMO和LUMO性质的影响。通过合成具有更长寡聚芴基臂的分子，探索了全氟己基硫代噻吩单元对较大寡聚物的影响。通过改变链在噻吩基团上的位置来评估全氟己基链的立体位阻效应。