3-(三氟甲氧基)丙-1-烯 | 140899-21-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 中文名称: 3-(三氟甲氧基)丙-1-烯
• 英文名称: 3-(trifluoromethoxy)prop-1-ene
• 英文别名: allyl(trifluoromethyl)ether；1-Propene, 3-(trifluoromethoxy)-
• CAS: 140899-21-4
• 化学式: C₄H₅F₃O
• 分子量: 126.078
• InChiKey: GRBIDBDQEDKOQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  6.7±35.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三氟甲烷磺酸三氟甲酯 、 3-溴丙烯 在 四丁基氟化铵 作用下， 反应 2.0h， 生成 3-(三氟甲氧基)丙-1-烯
  参考文献：
  名称：

  A deeper insight into direct trifluoromethoxylation with trifluoromethyl triflate

  摘要：

  Commercially available fluorides (silver fluoride and n-tetrabutylammonium triphenyldifluorosilicate), combined with TFMT, allow a simple generation, in situ, of silver and n-tetrabutylammonium trifluoromethoxides which were able to react with electrophilic substrates. Silver trifluoromethoxide, which is usually more efficient than n-tetrabutylammonium trifluoromethoxide, converts, under mild conditions, primary aliphatic bromides and iodides, as well as primary and secondary benzylic or allylic bromides to the corresponding trifluoromethoxylated compounds. Several trifluoromethyl ethers, which could be valuable building-blocks, were prepared in such a way. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.11.006

文献信息

• PRODUCTION OF COMPOUNDS COMPRISING CF30 GROUPS
  申请人：Ignatyev Nikolai (Mykola)

  公开号：US20110082312A1

  公开（公告）日：2011-04-07

  The present invention relates to a process for the preparation of compounds containing CF 3 O groups using compounds containing at least one group Y, in which Y=—Hal, —OSO 2 (CF 2 ) z F, —OSO 2 C z H 2z+1 (z=1-10), —OSO 2 F, —OSO 2 Cl, —OC(O)CF 3 — or —OSO 2 Ar, to a process for the preparation of compounds containing CF 3 O groups using KOCF 3 and/or RbOCF 3 , and to novel compounds containing CF 3 O groups, and to the use thereof.

  本发明涉及一种利用含有至少一个基团Y的化合物制备含有CF3O基团的化合物的方法，其中Y=—Hal，—OSO2(CF2)zF，—OSO2CzH2z+1(z=1-10)，—OSO2F，—OSO2Cl，—OC(O)CF3—或—OSO2Ar；涉及一种利用KO 和/或RbO 制备含有 基团的化合物的方法，以及涉及含有 基团的新化合物及其用途。
• Catalyst‐Free Trifluoromethoxylation of Silyl Enol Ethers and Allyl Silanes with Bis(trifluoromethyl)peroxide
  作者：Lilian M. Maas、Carlo Fasting、Patrick Voßnacker、Niklas Limberg、Paul Golz、Carsten Müller、Sebastian Riedel、Matthew N. Hopkinson

  DOI：10.1002/anie.202317770

  日期：2024.2.12

  substrates under mild conditions have been developed using bis(trifluoromethyl)peroxide (BTMP) as a practical and relatively atom-economical reagent. Silyl enol ether substrates react to form either α-(trifluoromethoxy)ketones or OCF3-containing silyl enol ethers depending on the solvent used while allyl silanes afford unprecedented allyl(trifluoromethyl)ethers.

  使用双（三氟甲基）过氧化物（BTMP）作为实用且相对原子经济的试剂，开发了在温和条件下烯基底物的无催化剂三氟甲氧基化方法。甲硅烷基烯醇醚底物反应形成α-(三氟甲氧基)酮或含OCF 3的甲硅烷基烯醇醚，具体取决于所使用的溶剂，而烯丙基硅烷提供前所未有的烯丙基(三氟甲基)醚。