2,2-dichloro-3,3,3-trifluoropropiophenone | 155270-04-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-dichloro-3,3,3-trifluoropropiophenone
• 英文别名: 2,2-Dichloro-3,3,3-trifluoro-1-phenylpropan-1-one
• CAS: 155270-04-5
• 化学式: C₉H₅Cl₂F₃O
• 分子量: 257.039
• InChiKey: KCSRBLYMXVQZLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,2-dichloro-3,3,3-trifluoro-1-phenyl-1-propanol 在 4-(4-trifluoromethylbenzoyloxy)-2,2,6,6-tetramethylpiperidine-1-oxyl 、 碳酸氢钠 、 pyridinium hydrobromide perbromide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.5h， 以69%的产率得到2,2-dichloro-3,3,3-trifluoropropiophenone
  参考文献：
  名称：

  A high performance oxidation method for secondary alcohols by inductive activation of TEMPO in combination with pyridine–bromine complexes

  摘要：

  A new TEMPO-mediated catalytic oxidation method in combination with Py center dot HBr3 (stoichiometric) is developed for oxidation of secondary alcohols to the corresponding ketones. The performance of this oxidizing system is better compared with that of TEMPO method combined with R4NBr3 center dot Poly(4-vinylpyridine) HBr3 can be used in place of Py center dot HBr3. The electron-withdrawing substituent at the C-4 position of TEMPO increases the reactivity of TEMPO significantly in the oxidation of electron-deficient alcohols Such as polyhaloalkylmethanols. Inductive effect of the substituent of TEMPO is discussed through the characterization of the redox potential of N-O radical by cyclic voltammetry. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.051

文献信息

• Reductive modification of difluoromethylene moiety in pentafluoropropionyl group
  作者：Yutaka Nakamura、Yuu Ozeki、Kenji Uneyama

  DOI：10.1016/j.jfluchem.2007.12.003

  日期：2008.4

  The reductive Mg-promoted defluorinative-silylation of 2,2,3,3,3-pentafluoropropiophenone readily produces the α-trifluoromethyl enol silyl ether, which then react with electrophiles to give a variety of 2-substituted-3,3,3-trifluoropropiophenones in excellent yields. The same protocol is applicable for the preparation of enol silyl ether of 3,3,3-trifluoropropiophenone. Fluoride ion catalyzed 1,2

  Mg促进的2,2,3,3,3-五氟苯乙酮的还原氟硅烷化反应容易产生α-三氟甲基烯醇甲硅烷基醚，然后与亲电子试剂反应生成各种2-取代的3,3,3-三氟苯乙酮，收率极高。相同的协议适用于3,3,3-三氟苯乙酮的烯醇甲硅烷基醚的制备。氟离子催化的2,3,3,3-四氟-2-三甲基甲硅烷基氧基丙苯酮的1,2-脱甲硅烷基-脱氟反应以良好的收率提供了3,3,3-三氟-1-苯基-1，2-丙二酮。
• MEHJKOSI GIDZYUTSU NYUSU,(1987) N 419, 1-3
  作者：

  DOI：——

  日期：——