Perfluoroundec-1-ene | 66256-52-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: Perfluoroundec-1-ene
• 英文别名: 1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Docosafluoro-1-undecene；1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Docosafluoroundec-1-ene；1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-docosafluoroundec-1-ene
• CAS: 66256-52-8
• 化学式: C₁₁F₂₂
• 分子量: 550.086
• InChiKey: DVQLQARMQAHYFI-UHFFFAOYSA-N

物化性质

• 沸点：
  173.5±8.0 °C(Predicted)
• 密度：
  1.699±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  Perfluoroundec-1-ene 在 盐酸 、 甲醇 、 di-tert-octylpyrocatechol 、 水 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 7.0h， 生成 3,3,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,13-Docosafluorotridecane-1,2-diyl bis-methacrylate
  参考文献：
  名称：

  Radical addition reactions of fluorinated species. Part 7. Highly selective two-step synthesis of 1-(polyfluoroalkyl)ethane-1,2-diols; regioselectivity of the additions of methylated 1,3-dioxolanes to perfluoroolefins

  摘要：

  The two-step synthesis of the diols is based on the radical addition of 2,2-dimethyl-1,3-dioxolane (1), a protected ethane-1,2-diol, to perfluoroalk-1-enes R-F-CF=CF2 (RF=CF3, C9F19; 2, 3) and perfluoro[trifluorovinyl (poly)ethers] RFO-CF=CF2 (R-F=C3F7, C3F7O[CF(CF3)CF2], CF3(OCF2CF2)(4); 4-6) with preparative yields above 90% in each step. The additions were initiated photochemically or by dibenzoyl peroxide and were completely chemoselective and almost completely regioselective. 4-Fluoroalkylated dioxolanes obtained (7-11) were deprotected by acid methanolysis to afford 1-polyfluoroalkylethane-1,2-diols (12-16). 1,3-Dioxolane (27) or 2,2,4-trimethyl-1, 3-dioxolane (30) reacted at two centers to yield regioisomeric mixtures of fluoroalkylated dioxolanes. The factors influencing fluoroolefin and dioxolane regioselectivity are discussed. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(98)00356-x
• 作为产物：
  描述：

  全氟辛基碘烷 、 3-氯-1,1,2,3,3-五氟-1-丙烯 反应 40.0h， 以74.1%的产率得到Perfluoroundec-1-ene
  参考文献：
  名称：

  氟代烃的自由基加成。全氟烯丙基氯与全氟烷基碘的热反应，作为末端全氟烯烃的选择性合成

  摘要：

  全氟烯丙基氯与全氟烷基碘R F I（R F = C 4 F 9，C 6 F 13，C 8 F 17）在高压釜中于180–250°C反应，得到末端全氟烯烃CF 2 -CF-CF 2 -R F（2-4）作为唯一反应产物。在反应混合物中未观察到含有内部双键的异构氟代烯烃和端粒产物。收率取决于反应温度和R F I的链长：烯烃2（R F在200°C（26％）下获得= C 4 F 9），而在烯烃3和4（分别为R F = C 6 F 13和C 8 F 17）的合成中，在250°C下获得最高收率（分别为41％和74％）。CuI或过氧化物引发剂的存在对产物的产率具有负面影响。在产物2–4的质谱图中，已将公式指定给碎片，并已提出了碎片序列。

  DOI：

  10.1016/0022-1139(95)03202-o

文献信息

• NONAQUEOUS ELECTROLYTE SOLUTION CONTAINING SILYL ESTER GROUP-CONTAINING PHOSPHONIC ACID DERIVATIVE, AND LITHIUM SECONDARY BATTERY
  申请人：Kobayashi Takeshi

  公开号：US20130071732A1

  公开（公告）日：2013-03-21

  The present invention provides a non-aqueous electrolyte solution which contains a silyl ester group-containing phosphonic acid derivative.

  本发明提供了一种含有硅酯基磷酸衍生物的非水电解质溶液。
• Electronic switching element
  申请人：MERCK PATENT GMBH

  公开号：US11063227B2

  公开（公告）日：2021-07-13

  An electronic switching element is described having, in sequence, a first electrode, a molecular layer bonded to a substrate, and a second electrode. The molecular layer contains compounds of formula I, R1-(A1-Z1)r—B1—(Z2-A2)s-Sp-G, wherein A1, A2, B1, Z1, Z2, Sp, G, r, and s are as defined herein, in which a mesogenic radical is bonded to the substrate via a spacer group, Sp, by means of an anchor group, G. The switching element is suitable for production of components that can operate as a memristive device for digital information storage.

  描述了一种电子开关元件，它依次具有第一电极、粘接在基板上的分子层和第二电极。分子层包含式 I、R1-(A1-Z1)r-B1-(Z2-A2)s-Sp-G 的化合物，其中 A1、A2、B1、Z1、Z2、Sp、G、r 和 s 如本文所定义，其中介基通过间隔基 Sp 和锚基 G 键合到基底上。
• NON-AQUEOUS ELECTROLYTE SOLUTION CONTAINING SILYL ESTER GROUP-CONTAINING PHOSPHONIC ACID DERIVATIVE, AND LITHIUM SECONDARY BATTERY
  申请人：Mitsui Chemicals, Inc.

  公开号：EP2573854B1

  公开（公告）日：2017-01-04
• ELECTRONIC SWITCHING ELEMENT
  申请人：MERCK PATENT GMBH

  公开号：US20190312216A1

  公开（公告）日：2019-10-10

  An electronic switching element ( 1 ) which comprises, in this sequence, a first electrode ( 16 ), a molecular layer ( 18 ) bonded to a substrate, and a second electrode ( 20 ), where the molecular layer essentially consists of compounds of the formula I indicated in claim 1, in which a mesogenic radical is bonded to the substrate via a spacer group (Sp) by means of an anchor group (G), is suitable for the production of components ( 1 ) as memristive device for digital information storage.
• METHOD FOR PRODUCING AN ELECTRONIC COMPONENT WHICH INCLUDES A SELF-ASSEMBLED MONOLAYER
  申请人：MERCK PATENT GMBH

  公开号：US20210257569A1

  公开（公告）日：2021-08-19

  The invention relates to a process for the production of an electronic component comprising a self-assembled monolayer (SAM) using compounds of the formula I R 1 -(A 1 -Z 1 ) r —(B 1 ) n —(Z 2 -A 2 ) s -Sp-G   (I) in which the groups occurring have the meanings defined in claim 1; the present invention furthermore relates to the use of the components in electronic switching elements and to compounds for the production of the SAM.