Pentafluoraethyl-selenylchlorid | 6123-50-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Pentafluoraethyl-selenylchlorid
• 英文别名: Pentafluorethylselenchlorid；pentafluoropethanselenylchloride；1,1,2,2,2-Pentafluoroethyl selenohypochlorite
• CAS: 6123-50-8
• 化学式: C₂ClF₅Se
• 分子量: 233.427
• InChiKey: YKQSLUDLMOTADB-UHFFFAOYSA-N

物化性质

• 沸点：
  49.35°C (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  9
• 可旋转键数：
  0
• 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：
  5

反应信息

• 作为反应物：
  描述：

  Pentafluoraethyl-selenylchlorid 在 氨 作用下， 生成 bis(pentafluoroethylseleno)amine
  参考文献：
  名称：

  1369.硒的五氟乙基衍生物

  摘要：

  DOI：

  10.1039/jr9650007511
• 作为产物：
  描述：

  bis(pentafluoroethylseleno)mercury 在 氯 作用下， 生成 Pentafluoraethyl-selenylchlorid
  参考文献：
  名称：

  1369.硒的五氟乙基衍生物

  摘要：

  DOI：

  10.1039/jr9650007511

文献信息

• Benzyltrifluoromethyl (or Fluoroalkyl) Selenide: Reagent for Electrophilic Trifluoromethyl (or Fluoroalkyl) Selenolation
  作者：Quentin Glenadel、Ermal Ismalaj、Thierry Billard

  DOI：10.1021/acs.joc.6b01344

  日期：2016.9.16

  Trifluoromethylseleno substituent (CF3Se) is an emerging group, but its direct introduction onto organic molecules is still quite limited and mainly restricted to nucleophilic methods. Herein, we describe a new approach to easily and safely perform electrophilic trifluoromethylselenolation starting from a simple and easily accessible reagent, namely, benzyltrifluoromethyl selenide. This strategy can

  三氟甲基硒代取代基（CF 3 Se）是一个新兴的基团，但其直接引入有机分子的方法仍然非常有限，并且主要限于亲核方法。在本文中，我们描述了一种从简单易用的试剂，即苄基三氟甲基硒化物开始，轻松安全地进行亲电子三氟甲基硒化的新方法。该策略可以推广到各种氟烷基硒基，甚至是功能化的氟代烷基。
• Reaction of tetratellurium(2+) bis(hexafluoroarsenate), Te4(AsF6)2, and hexatellurium(2+) bis(hexafluoroarsenate), Te6(AsF6)2, with tetrafluoroethylene. The preparation of bis(perfluoroethyl) mono- and di-telluride
  作者：C. David Desjardins、Harvey L. Paige、Jack Passmore、Peter Taylor

  DOI：10.1039/dt9750000488

  日期：——

  Solid Te4(AsF6)2 and Te6(AsF6)2 react with tetrafluoroethylene at 100 °C to give (C2F5)2Tex(x= 1 or 2) and C4F9TeC2F5. In sulphur dioxide solution Te4(AsF6)2 and tetrafluoroethylene yield C2F5TeC3F6C(O)F in addition to products found for the neat reactions. C2F5SeTeC2F5 and C2F5TeHgTeC2F5 have also been prepared. Compounds were identified by their mass spectra, and by 19F n.m.r. in the case of the

  固态Te 4（AsF 6）2和Te 6（AsF 6）2在100°C下与四氟乙烯反应，得到（C 2 F 5）2 Te x（x = 1或2）和C 4 F 9 TeC 2 F 5。在二氧化硫溶液中，Te 4（AsF 6）2和四氟乙烯除了产生用于纯反应的产物外，还生成C 2 F 5 TeC 3 F 6 C（O）F。C 2还制备了F 5 SeTeC 2 F 5和C 2 F 5 TeHgTeC 2 F 5。通过质谱鉴定化合物，对于全氟烷基碲化物则通过19 F nmr鉴定。
• A Metal-Free Route to Heterocyclic Trifluoromethyl- and Fluoroalkylselenolated Molecules
  作者：Quentin Glenadel、Ermal Ismalaj、Thierry Billard

  DOI：10.1021/acs.orglett.7b03338

  日期：2018.1.5

  A metal-free methodology to easily synthesize various CF3Se-containing heterocyclic compounds has been developed through intramolecular ring closures of alkynes promoted with CF3SeCl. Moreover, this strategy has also been extended to other fluoroalkylselenyl groups.

  通过用CF 3 SeCl促进的炔烃分子内闭环，已经开发出了一种易于合成各种含CF 3 Se杂环化合物的无金属方法。而且，该策略也已扩展到其他氟代烷基硒基。
• Copper-Catalyzed Direct Trifluoro- and Perfluoroalkylselenolations of Boronic Acids with a Shelf-Stable Family of Reagents
  作者：Quentin Glenadel、Clément Ghiazza、Anis Tlili、Thierry Billard

  DOI：10.1002/adsc.201700904

  日期：2017.10.4

  Herein the copper‐catalyzed direct perfluoroalkylselenolation of aryl‐ and vinylboronic acids is described for the first time. The key to success is the design of new shelf‐stable perfluoroalkylselenolating reagents, namely perfluoroalkyl tolueneselenosulfonates. The reaction occurs at room temperature in the presence of commercially available catalyst and ligand in catalytic quantities.

  本文首次描述了芳基和乙烯基硼酸的铜催化直接全氟烷基硒化反应。成功的关键是设计新的耐贮存稳定的全氟烷基硒代化试剂，即全氟烷基甲苯硒代磺酸盐。该反应在室温下在催化量的市售催化剂和配体存在下进行。
• Electrophilic Trifluoromethyl- and Fluoroalkylselenolation of Organometallic Reagents
  作者：Quentin Glenadel、Ermal Ismalaj、Thierry Billard

  DOI：10.1002/ejoc.201601526

  日期：2017.1.18

  Fluoroalkylseleno groups are emerging groups that still suffer from a lack of efficient methods for introduction onto organic molecules. Herein, we describe an efficient method to perform reactions between in situ formed fluoroalkaneselenyl chlorides and organometallic reagents. With this strategy, various fluoroalkylselenolated molecules were easily obtained. Furthermore, the Hansch parameter of the

  氟烷基硒基团是新兴的基团，仍然缺乏将其引入有机分子的有效方法。在此，我们描述了一种在原位形成的氟代链烷烯基氯化物和有机金属试剂之间进行反应的有效方法。通过这种策略，很容易获得各种氟烷基硒化分子。此外，首次确定了CF3Se组的Hansch参数。