2-chloro-3,3,3-trifluoropropiophenone | 138950-23-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-chloro-3,3,3-trifluoropropiophenone
• 英文别名: 2-Chloro-3,3,3-trifluoro-1-phenylpropan-1-one
• CAS: 138950-23-9
• 化学式: C₉H₆ClF₃O
• 分子量: 222.594
• InChiKey: OCZFOMRYZRKZLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  213.4±40.0 °C(Predicted)
• 密度：
  1.343±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 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

• 作为反应物：
  描述：

  2-chloro-3,3,3-trifluoropropiophenone 在 甲烷磺酸 、 四乙基对甲苯磺酸铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到2-(三氟甲基)苯乙酮
  参考文献：
  名称：

  Electroreductive coupling of halofluoro compounds with aldehydes

  摘要：

  Electroreductive intermolecular coupling of halofluoro compounds such as 1,1,1-trichloro-2,2,2-trifluoroethane, methyl chlorodifluoroacetate, and perfluoroalkyl halides with aldehydes took place effectively in the presence of chlorotrimethylsilane and one of the coupling products, 2,2-dichloro-3,3,3-trifluoro-1-phenyl-1-propanol, was selectively convertible to a variety of compounds with using the electroreduction as a key reaction.

  DOI：

  10.1016/0040-4039(91)80223-s
• 作为产物：
  描述：

  2,2-dichloro-3,3,3-trifluoro-1-phenyl-1-propanol 生成 2-chloro-3,3,3-trifluoropropiophenone
  参考文献：
  名称：

  Electroreductive coupling of halofluoro compounds with aldehydes

  摘要：

  Electroreductive intermolecular coupling of halofluoro compounds such as 1,1,1-trichloro-2,2,2-trifluoroethane, methyl chlorodifluoroacetate, and perfluoroalkyl halides with aldehydes took place effectively in the presence of chlorotrimethylsilane and one of the coupling products, 2,2-dichloro-3,3,3-trifluoro-1-phenyl-1-propanol, was selectively convertible to a variety of compounds with using the electroreduction as a key reaction.

  DOI：

  10.1016/0040-4039(91)80223-s

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。
• US5142092A
  申请人：——

  公开号：US5142092A

  公开（公告）日：1992-08-25
• Electroreductive coupling of halofluoro compounds with aldehydes
  作者：Tatsuya Shono、Naoki Kise、Hideaki Oka

  DOI：10.1016/0040-4039(91)80223-s

  日期：1991.11

  Electroreductive intermolecular coupling of halofluoro compounds such as 1,1,1-trichloro-2,2,2-trifluoroethane, methyl chlorodifluoroacetate, and perfluoroalkyl halides with aldehydes took place effectively in the presence of chlorotrimethylsilane and one of the coupling products, 2,2-dichloro-3,3,3-trifluoro-1-phenyl-1-propanol, was selectively convertible to a variety of compounds with using the electroreduction as a key reaction.