2-(全氟丁酰基)环己酮 | 37172-87-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(全氟丁酰基)环己酮
• 英文名称: 2-(2,2,3,3,4,4,4-Heptafluorobutanoyl)cyclohexan-1-one
• CAS: 37172-87-5
• 化学式: C₁₀H₉F₇O₂
• 分子量: 294.169
• InChiKey: UIGUVAREBFMONS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  9

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  2-(全氟丁酰基)环己酮 在 三氟化硼乙醚 、 羟胺 作用下， 以 异丙醇 为溶剂， 反应 2.0h， 以55%的产率得到3-(heptafluoropropyl)-3,3a,4,5,6,7-hexahydro-2,1-benzisoxazol-3-ol
  参考文献：
  名称：

  2-(多氟酰基)环烷酮与羟胺的反应

  摘要：

  The 2-acylcycloalkanones 1a-g and 3a-c, possessing a polyfluoroalkyl group. react with hydroxylamine regio- and stereoselectively to yield 4,5-dihydroisoxazol-5-ols 2a-g and 4a-c, respectively i.e., products of N-addition to the oxo group at the cycloalkane ring (Schemes 1 and 2). The products 2 and 4 can be dehydrated under drastic conditions only (Schemes 3 and 4). The structure of one of the 4,5-dihydroisoxazol-5-ols was confirmed by X-ray crystal-structure analysis.

  DOI：

  10.1002/1522-2675(200207)85:7<1960::aid-hlca1960>3.0.co;2-6
• 作为产物：
  描述：

  七氟丁酸甲酯 、 环己酮 生成 2-(全氟丁酰基)环己酮
  参考文献：
  名称：

  Reaction of Cycloalkylphosphorane with Perfluoroalkylnitrile: A New Synthesis of Some Fluorine-Containing Cyclic 1,3-Diketones and Oxo Esters

  摘要：

  报道了一些新氟代烷基1,3-二酮化合物的制备。在有无碱催化剂的条件下，这些2-氟代烷酰环烷酮的醇解反应发生，涉及环开裂，产生氟化氧酯。

  DOI：

  10.1055/s-1992-26099

文献信息

• Syntheses of Novel 4-Polfluoroalkyl-Substituted 5,6-Oligomethylene Pyrimidines
  作者：Dmitrii V. Sevenard、Oleg G. Khomutov、Olga V. Koryakova、Valeriya V. Sattarova、Mikhail I. Kodess、Johannes Stelten、Ildiko Loop、Enno Lork、Kazimir I. Pashkevich、Gerd-Volker Röschenthaler

  DOI：10.1055/s-2000-8200

  日期：——

  2-Acylcycloalkanones having polyfluoroalkyl groups react with guanidine, urea, thiourea, methylisothiourea, benzamidine, guanylthiourea, dicyanodiamide, and trifluoroacetylurea by Lewis-acid catalysis to form the corresponding 5,6-oligomethylene pyrimidines. A decrease in the yields along with increase of polyfluoroalkyl substituent length in the molecule of the starting 1,3-diketone was observed in the case of reagents with lower nucleophilicity (urea, thiourea, dicyanodiamide). The pyrimidines obtained from aromatic aldehydes showed E-configuration with respect to the arylidene double bond. Tautomeric structures as a function of the substituent in 2 position in the pyrimidine ring both in liquid and solid state were investigated by X-ray diffraction, IR and NMR spectroscopy.

  含有多氟烷基团的2-酰基环烷酮与胍、尿素、硫脲、甲基异硫脲、苯基胍、氨基硫脲、二氰二胺和三氟乙酰尿素在路易斯酸催化下反应，形成相应的5,6-聚甲烯基嘧啶。观察到随着起始1,3-二酮分子中多氟烷基取代基长度的增加，对于核能性较低的试剂（如尿素、硫脲和二氰二胺），产率下降。由芳香醛获得的嘧啶相较于芳基烯烃双键显示E-构型。通过X射线衍射、红外光谱和核磁共振光谱研究了嘧啶环中2位取代基的变化对其互变异构体结构的影响，涉及液态和固态。
• Novel polyfluoroalkylated pyrazoles from 2-polyfluoroacylcycloalkanones and hydrazines: syntheses and unequivocal molecular structure assignment
  作者：D V Sevenard、O G Khomutov、M I Kodess、K I Pashkevich、I Loop、E Lork、G -V Röschenthaler

  DOI：10.1139/v01-003

  日期：2001.2.1

  The reaction between 2-trifluoroacetylcycloalkanones and methylhydrazine or phenylhydrazine exclusively yields 3-CF3-pyrazoles. When the chain length of the polyfluorinated substituent in RFC(O) gr...

  2-三氟乙酰环烷酮与甲基肼或苯肼之间的反应仅产生 3-CF3-吡唑。当RFC(O)中多氟取代基的链长...
• ——
  作者：D. V. Sevenard、O. G. Khomutov、M. I. Kodess、K. I. Pashkevich、I. Loop、E. Lork、G.-V. Röschenthaler

  DOI：10.1071/ch01027

  日期：——

  Polyfluorinated 1,3-diketones containing carbocycles react with aldehydes under Lewis-acid catalysis and also with dimethylformamide-dimetylacetal without catalysis, yielding exclusively (E)-configured condensation products involving the methylene group of the carbocycle. Novel trifluoromethylated chromenes are prepared from 2-trifluoroacetylcycloalkanones and salicylaldehyde. The structures of two new compounds, 2-(E)-benzylidene-6-trifluoroacetylcyclohexanone and 4-trifluoroacetyl-2,3-dihydro-1H-xantene, are confirmed by X-ray structure analysis.
• Reactions of 2-perfluoroacylcycloalkanones with benzoylhydrazine
  作者：A. A. Petrov、V. V. Pakal’nis、I. V. Zerova、S. I. Yakimovich

  DOI：10.1134/s1070428016020202

  日期：2016.2
• Reaction of Cycloalkylphosphorane with Perfluoroalkylnitrile: A New Synthesis of Some Fluorine-Containing Cyclic 1,3-Diketones and Oxo Esters
  作者：H. Trabelsi、A. Cambon

  DOI：10.1055/s-1992-26099

  日期：——

  The preparation of some new perfluoroalkyl 1,3-dicarbonyl compounds is reported. The alcoholysis reaction of these 2-perfluoroalkanoylcycloalkanones in the presence or in the absence of base catalysis occurs, involving ring cleavage to yield fluorinated oxo esters.

  报道了一些新氟代烷基1,3-二酮化合物的制备。在有无碱催化剂的条件下，这些2-氟代烷酰环烷酮的醇解反应发生，涉及环开裂，产生氟化氧酯。