3-氯-4,4,4-三氟-1-苯基丁-2-烯-1-酮 | 135106-04-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-氯-4,4,4-三氟-1-苯基丁-2-烯-1-酮
• 英文名称: 3-chloro-4,4,4-trifluoro-1-phenyl-2-buten-1-one
• 英文别名: 3-Chloro-4,4,4-trifluoro-1-phenylbut-2-en-1-one；3-chloro-4,4,4-trifluoro-1-phenylbut-2-en-1-one
• CAS: 135106-04-6
• 化学式: C₁₀H₆ClF₃O
• 分子量: 234.605
• InChiKey: MSAPXRCXHLMRIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  3-氯-4,4,4-三氟-1-苯基丁-2-烯-1-酮 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 1.0h， 以87%的产率得到间三氟甲基苯丙酮
  参考文献：
  名称：

  Synthesis of γγγ-trifluorocarbonyl compounds

  摘要：

  Gammagammagamma-trifluorocarbonyl compounds are easily obtained in a good yield by introduction of the 1,1,1-trifluoroethyl moiety (CF3-CH2-) on the alpha-methylene group of a ketone.

  DOI：

  10.1016/s0040-4039(00)74726-5
• 作为产物：
  描述：

  1-苯基-1-三甲基硅氧乙烯 、 三氯三氟乙烷 在 copper(l) chloride 作用下， 生成 3-氯-4,4,4-三氟-1-苯基丁-2-烯-1-酮
  参考文献：
  名称：

  Synthesis of γγγ-trifluorocarbonyl compounds

  摘要：

  Gammagammagamma-trifluorocarbonyl compounds are easily obtained in a good yield by introduction of the 1,1,1-trifluoroethyl moiety (CF3-CH2-) on the alpha-methylene group of a ketone.

  DOI：

  10.1016/s0040-4039(00)74726-5

文献信息

• (β-<scp>D</scp>-Ribofuranosyl)formamidine in the Design and Synthesis of 2-(β-<scp>D</scp>-Ribofuranosyl)pyrimidines, Including R^F-Containing Derivatives
  作者：Viktor O. Iaroshenko、Sergii Dudkin、Vyacheslav Ya. Sosnovskikh、Alexander Villinger、Peter Langer

  DOI：10.1002/ejoc.201300107

  日期：2013.5

  A wide range of novel 2-(β-D-ribofuranosyl)pyrimidines, including RF-containing derivatives, have been synthesized by the reaction of (β-D-ribofuranosyl)formamidine with various dielectrophilic substrates such as 3-alkoxy- and 3-chloro-1-(polyfluoroalkyl)propen-1-ones, 3-nitro- and 3-(phenylethynyl)chromones and heteroaryl acetylenic ketones.

  通过（β-D-呋喃核糖基）甲脒与各种介电底物（如 3-烷氧基和 3-）反应合成了多种新型 2-（β-D-呋喃核糖基）嘧啶，包括含 RF 的衍生物。氯-1-(多氟烷基)丙烯-1-酮、3-硝基-和3-(苯乙炔基)色酮和杂芳基炔酮。
• The first general synthesis of 2-<i>C</i>-(β-<scp>d</scp>-glycopyranosyl)pyrimidines and their evaluation as inhibitors of some glycoenzymes
  作者：Eszter Szennyes、Éva Bokor、Peter Langer、Gyöngyi Gyémánt、Tibor Docsa、Ádám Sipos、László Somsák

  DOI：10.1039/c8nj04035d

  日期：——

  A systematic study was performed on the preparation of unknown 2-C-(β-D-glucopyranosyl)pyrimidines. Pinner type cyclisation of O-perbenzylated C-(β-D-glucopyranosyl)formamidine with β-ketoesters, dimethyl malonate, and β-diketone derived α,β-unsaturated β-chloroketones followed by catalytic hydrogenation resulted in various substituted 2-C-(β-D-glucopyranosyl)-pyrimidin-4(3H)-ones, and 2-C-(β-D-glucopyranosyl)-4

  对未知的2- C-（β- D-吡喃葡萄糖基）嘧啶的制备进行了系统的研究。的平纳型环化ö -perbenzylated Ç - （β- d吡喃葡萄糖基）甲脒与β酮酯，丙二酸二甲酯，和β二酮衍生的α，β不饱和β氯酮，接着通过催化氢化导致的各种取代的2- Ç - （β- D-吡喃葡萄糖基）-嘧啶-4（3 H）-一和2- C-（β- D-吡喃葡萄糖基）-4,6-二取代-嘧啶，分别以中等至良好的产率。上述嘧啶衍生物也通过未保护的环闭环而获得。C-（β- D-吡喃葡萄糖基）甲idine具有相同的1,3-二亲电子试剂。此外，还精心设计了一个连续的一锅三步程序，该程序从O-过酰基化的D-氨基葡萄糖基氰化物开始，以可接受的糖总收率（25-94％）得到具有各种糖构型的上述嘧啶的代表。由于所应用的1,3-二亲电子试剂的多功能性，这些合成路线代表了获得目标化合物的第一种可扩展方法。新C-glycopyranosy
• Synthesis of isomeric trifluoromethyl pyrazoles and isoxazoles
  作者：Joseph Diab、André Laurent、Isabelle Le Dréan

  DOI：10.1016/s0022-1139(97)00056-0

  日期：1997.9

  Three regioisomeric trifluoromethyl pyrazoles and four regioisomeric trifluoromethyl isoxazoles were completely selectively synthesized from three trifluoromethyl enones or acroleins (1, 2 and 3) and phenylhydrazine, azide or hydroxylamine.

  从三个三氟甲基烯酮或丙烯醛（1、2和3）和苯肼，叠氮化物或羟胺完全选择性地合成了三个区域异构的三氟甲基吡唑和四个区域异构的三氟甲基异恶唑。
• Regioselective synthesis of (trifluoromethyl)-β-chloroenones
  作者：Gérard Alvernhe、Abdelkader Bensadat、Abdelkader Ghobsi、André Laurent、Eliane Laurent

  DOI：10.1016/s0022-1139(96)03523-3

  日期：1997.3

  The regioselectivity of the conversion of 1,3-diketones into beta-chloroenones can be changed by the appropriate choice of the reagent: reaction with ''Vilsmeier's reagent'' prepared from POCl3 and dimethylformamide or treatment of the diketone with the oxalyl chloride in the presence of dimethylformamide.
• Synthesis of .beta.-(trifluoromethyl)pyrroles via the cycloaddition of munchnones to electron-deficient trifluoromethylated olefins
  作者：Takashi Okano、Toru Uekawa、Norihito Morishima、Shoji Eguchi

  DOI：10.1021/jo00018a011

  日期：1991.8

  The 1,3-dipolar cycloaddition of munchnones (1,3-oxazolium 5-olates) to beta-chloro-beta-(trifluoromethyl)vinyl phenyl ketone (1) and butyl beta-chloro-gamma,gamma,gamma-trifluorocrotonate (2) gave (trifluoromethyl)pyrroles. The monocyclic munchnones 3a-c yielded the beta-(trifluoromethyl)pyrroles 7a-c and 8a-c regiospecifically. The bicyclic and tricyclic munchnones 9a,b and 16a,b reacted with 1 and 2 to give mixtures of regioisomeric fused-ring trifluoromethylated pyrroles. In all instances, the unsaturated phenone 1 was more reactive than the crotonate 2. The cycloaddition of munchnones to the former occurred with a higher degree of regioselectivity.