1H,1H-perfluorohexane | 188190-60-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 1H,1H-perfluorohexane
• 英文别名: 1,1,1,2,2,3,3,4,4,5,5,6-Dodecafluorohexane
• CAS: 188190-60-5
• 化学式: C₆H₂F₁₂
• 分子量: 302.063
• InChiKey: BYGWMJZIFWPRGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1H,1H-perfluorohexane 、 3-碘三氟甲苯 在 四(三苯基膦)钯 zinc(II) chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 8.5h， 生成 (Z)-1-(3-trifluoromethylphenyl)perfluorohex-1-ene 、 (E)-1-(3-trifluoromethylphenyl)perfluorohex-1-ene
  参考文献：
  名称：

  An efficient stereoselective preparation of cis-perfluoroalkenylzinc reagents [(E)-RFCFCFZnCl] by the metallation of 1H,1H-perfluoroalkanes and their derivatization to cis-1-arylperfluoroalkenes [(Z)-RFCFCFAr]

  摘要：

  Various 1H1H-perfluoroalkanes (RFCF2CH2F, R-F = CF3, C2F5, C4F9, C5F11, C6F13, C10F21) were metallated using LDA in a THF solution of ZnCl2 at RT or -78 degrees C to produce the corresponding perfluoroalkenylzinc reagents (RFCF=CFZnCl) in a cis-selective fashion. An increased yield (75-83%) and cis-selectivity (>89%) of the perfluoroalkenylzinc reagents were observed for metallation reactions performed at -78 degrees C. The cis selectivity was excellent for 1H,1H-perfluoroalkanes with larger RF groups (C4F9, C5F11, C6F13, >96%). The cis-perfluoroalkenylzinc [(E)-RFCF=CFZnCl] reagents were coupled with aryl iodides to obtain cis-1-arylperfluoroalkenes [(Z)-RFCF=CFAr] in 71-95% isolated yields. The cis-perfluoroalkenylzinc reagents upon iodinolysis produced cis-1-iodoperfluoroalkenes [(E)-RFCF=CFI] in 68-70% isolated yield. (C) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.12.022
• 作为产物：
  描述：

  1H,1H-perfluorohexyl nonaflate 在 potassium fluoride 作用下， 以 三甘醇二甲醚 为溶剂， 反应 3.0h， 以68%的产率得到1H,1H-perfluorohexane
  参考文献：
  名称：

  An efficient stereoselective preparation of cis-perfluoroalkenylzinc reagents [(E)-RFCFCFZnCl] by the metallation of 1H,1H-perfluoroalkanes and their derivatization to cis-1-arylperfluoroalkenes [(Z)-RFCFCFAr]

  摘要：

  Various 1H1H-perfluoroalkanes (RFCF2CH2F, R-F = CF3, C2F5, C4F9, C5F11, C6F13, C10F21) were metallated using LDA in a THF solution of ZnCl2 at RT or -78 degrees C to produce the corresponding perfluoroalkenylzinc reagents (RFCF=CFZnCl) in a cis-selective fashion. An increased yield (75-83%) and cis-selectivity (>89%) of the perfluoroalkenylzinc reagents were observed for metallation reactions performed at -78 degrees C. The cis selectivity was excellent for 1H,1H-perfluoroalkanes with larger RF groups (C4F9, C5F11, C6F13, >96%). The cis-perfluoroalkenylzinc [(E)-RFCF=CFZnCl] reagents were coupled with aryl iodides to obtain cis-1-arylperfluoroalkenes [(Z)-RFCF=CFAr] in 71-95% isolated yields. The cis-perfluoroalkenylzinc reagents upon iodinolysis produced cis-1-iodoperfluoroalkenes [(E)-RFCF=CFI] in 68-70% isolated yield. (C) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.12.022

文献信息

• Gas for plasma reaction, process for producing the same, and use thereof
  申请人：Sugawara Mitsuru

  公开号：US20080139855A1

  公开（公告）日：2008-06-12

  A gas for plasma reaction comprising a chainlike perfluoroalkyne having 5 or 6 carbon atoms, preferably perfluoro-2-pentyne. This plasma reaction gas is suitable for dry etching for formation of a fine pattern, for plasma CVD for formation of a thin film, and for plasma ashing. The plasma reaction gas is synthesized by contacting a dihydrofluoroalkane compound or a monohydrofluoroalkene compound with a basic compound.

  一种用于等离子反应的气体，包括具有5或6个碳原子的链状全氟烷炔，最好是全氟-2-戊炔。这种等离子反应气体适用于干法刻蚀形成细微图案，用于等离子CVD形成薄膜，以及用于等离子灰化。通过将二氢氟烷化合物或单氢氟烯化合物与碱性化合物接触来合成等离子反应气体。
• Gas for plasma reaction, process for producing the same, and use
  申请人：Sugawara Mitsuru

  公开号：US20050092240A1

  公开（公告）日：2005-05-05

  A gas for plasma reaction comprising a chainlike perfluoroalkyne having 5 or 6 carbon atoms, preferably perfluoro-2-pentyne. This plasma reaction gas is suitable for dry etching for formation of a fine pattern, for plasma CVD for formation of a thin film, and for plasma ashing. The plasma reaction gas is synthesized by contacting a dihydrofluoroalkane compound or a monohydrofluoroalkene compound with a basic compound.

  一种用于等离子反应的气体，包括一种具有5或6个碳原子的链状全氟烷基炔烃，最好是全氟-2-戊炔。该等离子反应气体适用于干法刻蚀以形成精细图案，用于等离子CVD以形成薄膜，以及用于等离子灰化。该等离子反应气体通过将二氢氟烷化合物或单氢氟烯化合物与碱性化合物接触而合成。
• Microbubble formation using ultrasound
  申请人：——

  公开号：US20030032879A1

  公开（公告）日：2003-02-13

  Disclosed herein are agents for enhancing the contrast in a diagnostic ultrasound procedure. These agents comprise colloidal dispersions of the liquid-in-liquid type, i.e., emulsions or microemulsions, in which the dispersed liquid phase has a boiling point at or below the body temperature of the organism to be studied and thus undergoes a phase change from a dispersed liquid to a highly echogenic dispersed gaseous foam or kugelschaum following administration to an organism. The liquid state of the dispersed phase allows one to manufacture extremely stable, pharmaceutically acceptable emulsions with particle sizes typically below 1000 nm. The gaseous state at body temperature yields highly echogenic microbubbles, typically below 10,000 nm in diameter, which are effective as ultrasound contrast agents. Intravenous, intraarterial, oral, intraperitoneal, and intrauterine dosage forms, methods of administration, and imaging techniques are described.

  本文公开了一种增强诊断超声成像对比度的药剂。这些药剂包括液体-液体型胶体分散液，即乳液或微乳液，其中分散液相在被检测生物体的体温以下沸点，因此在给生物体注射后从分散液体相转变为高声学对比度的分散气态泡沫或库格尔沙。分散相的液态使得可以制造粒径通常低于1000纳米的极其稳定的药用乳剂。体温下的气态产生高声学对比度的微泡，直径通常低于10,000纳米，有效作为超声对比剂。描述了静脉、动脉内、口服、腹腔内和子宫内剂量形式、给药方法和成像技术。
• Phase shift colloids as ultrasound contrast agents
  申请人：Quay C. Steven

  公开号：US20050053552A1

  公开（公告）日：2005-03-10

  Agents for enhancing the contrast in a diagnostic ultrasound procedure comprise colloidal dispersions of the liquid-in-liquid type, i.e., emulsions or microemulsions, in which the dispersed liquid phase is a liquid having a boiling point below the temperature of the animal to be imaged and which therefore undergoes a phase change from a dispersed liquid to a highly echogenic dispersed gaseous foam or kugelschaum following administration to the animal. The liquid state of the dispersed phase allows one to manufacture extremely stable, pharmaceutically acceptable emulsions with particle sizes typically below 1000 nm. The gaseous state at body temperature yields highly echogenic microbubbles, typically below 10,000 nm in diameter, which are effective as ultrasound contrast agents. Intravenous, intraarterial, oral, intraperitoneal, and intrauterine dosage forms, methods of administration, and imaging techniques are described.

  用于增强诊断超声程序对比度的药剂包括液-液型胶体分散液，即乳液或微乳液，其中分散液相是一种沸点低于待成像动物温度的液体，因此在向动物注射后会发生相变，从分散液变为高回声分散气体泡沫或库格尔沙姆。分散相的液态使得可以制造非常稳定、药学上可接受的乳液，粒子大小通常小于1000纳米。在体温下的气态产生高回声微气泡，直径通常小于10,000纳米，可以作为超声对比剂有效。描述了静脉、动脉内、口服、腹腔内和子宫内剂量形式、给药方法和成像技术。
• Synthesis and Properties of the Perfluoroethyl Martin Silicate: Reactivity in Solution and Solid‐State Mechanochemistry
  作者：Alexandre Millanvois、Choon‐Hong Tan、Cyril Ollivier、Louis Fensterbank

  DOI：10.1002/ejoc.202300223

  日期：2023.5.8

  Milling the group 14. The preparation of a hypercoordinate silicon species based on Martin spirosilane bearing a perfluoroethyl chain and its use in solution and in the solid state by mechanochemistry has led to the intriguing observation of the nucleophilic behavior of this bench-stable salt. In this report, the characterization, the properties and the chemical reactivity of this species are highlighted

  铣削组 14．基于带有全氟乙基链的 Martin 螺硅烷制备超配位硅物质及其在溶液和固态中的机械化学应用，引发了对这种稳定盐的亲核行为的有趣观察。在本报告中，强调并合理化了该物种的特征、特性和化学反应性。