二氟溴乙酰氟 | 38126-07-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 中文名称: 二氟溴乙酰氟
• 英文名称: difluorobromoacetyl fluoride
• 英文别名: bromodifluoroacetyl fluoride；bromodifluoroacetylfluoride；Bromdifluoracetylfluorid；2-bromo-2,2-difluoroacetyl fluoride
• CAS: 38126-07-7
• 化学式: C₂BrF₃O
• 分子量: 176.921
• InChiKey: REOFZGQDJKOKFI-UHFFFAOYSA-N

物化性质

• 沸点：
  -2-0 °C
• 密度：
  2.004±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34
• 海关编码：
  2915900090
• 危险品运输编号：
  UN 3265

反应信息

• 作为反应物：
  描述：

  二氟溴乙酰氟 生成 二氟乙烯酮
  参考文献：
  名称：

  MALHERBE, R.;RIST, G.;BELLUS, D., J. ORG. CHEM., 1983, 48, N 6, 860-869

  摘要：

  DOI：
• 作为产物：
  描述：

  1-三氟甲氧基-2-溴三氟乙基氟硫酸盐 在 potassium fluoride 作用下， 以83.9%的产率得到二氟溴乙酰氟
  参考文献：
  名称：

  Reaction of perfluoromethylvinyl ether with strong electrophilic reagents

  摘要：

  DOI：

  10.1007/bf00956522

文献信息

• Formation of bromodifluoroacetyl fluoride, CF2BrC(O)F, in the thermal gas-phase oxidation of bromotrifluoroethene, CF2CFBr, initiated by trifluoromethylhypofluorite, CF3OF
  作者：Joanna Czarnowski

  DOI：10.1016/j.jfluchem.2006.02.003

  日期：2006.6

  reaction is a chain reaction with bromine atoms as chain carriers. Its basic steps are: the thermal generation of CF3O radical by abstraction of fluorine atom from CF3OF, chain initiation by addition of CF3O to the double bond of alkene, leading, in presence of O2, to the formation of bromine atom and chain propagation by the reaction of bromine atom with CF2CFBr, originating CF2BrCFBrO radical. The predominant

  CF的氧化2 CFBR通过分子Ó 2，由CF发起3 OF，已经研究了在273，253.5，239和218 K. CF的初始压力3的混合物在0.9和2.4托之间变化，即CF的2 CFBR介于11.5到30.7托之间，O 2介于42.5到100.7托之间。主要产品是CF 2 BrC（O）F（基于消耗的CF 2 CFBr的收率81-95％）。还形成了少量的C（O）F 2和C（O）FBr以及痕量的溴三氟乙烯环氧化物。该反应是以溴原子为链载体的链反应。它的基本步骤是：CF 3的热生成通过从CF 3 OF提取氟原子获得O自由基，通过将CF 3 O加到烯烃的双键上引发链引发，在O 2存在下导致形成溴原子，并通过溴原子的反应使链扩散与CF 2 CFBr一起生成CF 2 BrCFBrO自由基。后者的主要命运是溴原子的挤出，CC键断裂起次要作用。假定完整的机制。
• A New Procedure for Preparing Perfluoroalkoxypropanoic Acid Fluorides
  作者：S. M. Igumnov、G. I. Lekontseva、A. A. Shipigusev、V. F. Mukhametshin

  DOI：10.1007/s11167-005-0311-2

  日期：2005.3

  Condensation of perfluoro carboxylic acid fluorides with hexafluoropropene epoxide in the presence of N,N, N′,N′-tetraalkyldiaminomethanes was studied.

  研究了全氟羧酸氟化物与六氟丙烯环氧化物在 N,N,N′,N′-四烷基二氨基甲烷存在下的缩合反应。
• Copper(I) Iodide-Catalyzed Perfluoroalkoxylation Reaction of Alkyl Halides
  作者：Xiong Wu、Bingjun Le、Wangchuan Xiao、Jingjing Wu、Fanhong Wu、Xiaoyu Ma、Chao Liu

  DOI：10.1021/acs.orglett.4c02428

  日期：2024.8.30

  We report an efficient perfluoroalkoxylation reaction of alkyl halides catalyzed by copper(I) iodide (CuI), which facilitates the simultaneous activation of both perfluoroalkoxide and alkyl halides. This methodology is tolerant of a wide range of functional groups and eliminates the need for costly metal reagents. The reaction is conducted in a single step under mildly practical conditions.

  我们报道了碘化铜（I）（CuI）催化的烷基卤化物的有效全氟烷氧基化反应，该反应促进了全氟醇盐和烷基卤化物的同时活化。该方法适用于多种官能团，并且无需昂贵的金属试剂。该反应在温和的实际条件下一步进行。
• Novel synthesis of 2,2,2-trifluoroethyl compounds from homoallylic alcohols: a copper(<scp>I</scp>) iodide-initiated trifluoromethyl–dehydroxylation process
  作者：Jian-Xing Duan、Qing-Yun Chen

  DOI：10.1039/p19940000725

  日期：——

  Benzyl, prop-2-ynyl and allyl chlorodifluoroacetates 3a, bromodifluoroacetates 3b or fluorosulfonyl-difluoroacetates 3c, when decomposed in the presence of 1 equivalent of copper(I) iodide at an appropriate temperature in dimethylformamide, gave the corresponding trifluoromethyl derivatives in good to excellent yields. The products can also be obtained directly by ester exchange of XCF2CO2Et (X = FSO2, Cl, Br) 6 and the corresponding alcohols in the presence of KF and Cul. A trifluoromethylation-dehydroxylation mechanism, initiated by Cul, is proposed.
• Bromodifluoroacetyl fluoride, CF2BrC(O)F: Experimental and theoretical studies
  作者：Valeria B. Arce、Joanna Czarnowski、Rosana M. Romano

  DOI：10.1016/j.molstruc.2006.04.011

  日期：2006.12

  Bromodifluoroacetyl fluoride, CF2BrC(O)F, was prepared through the gas-phase reaction of bromotrifluoroethene, CF2CFBr, with molecular oxygen initiated either by NO2 or CF3OF. The compound was experimentally studied by FTIR spectroscopy of the gas phase and also isolated in Ar and N-2 matrices at low temperature. The energy differences between the possible conformers were theoretically studied, as well as the vibrational spectra of the conformers. (c) 2006 Elsevier B.V. All rights reserved.