2-(2,2,3,3-tetrafluoropropanoyl)cyclohexanone | 235743-21-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2,2,3,3-tetrafluoropropanoyl)cyclohexanone
• 英文别名: 2-(2,2,3,3-tetrafluoropropionyl)cyclohexanone；2-(2,2,3,3-tetrafluoroapropanoyl)cyclohexanone；2-(2,2,3,3-tetrafluoropropanoyl)cyclohexan-1-one
• CAS: 235743-21-2
• 化学式: C₉H₁₀F₄O₂
• 分子量: 226.171
• InChiKey: UTUDWKPYTCRWKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2,2,3,3-tetrafluoropropanoyl)cyclohexanone 在 lithium hydride 作用下， 以 苯 为溶剂， 反应 1.0h， 以100%的产率得到lithium 2-(2,2,3,3-tetrafluoropropanoyl)cyclohexanonate
  参考文献：
  名称：

  氟化环状 1,3-二羰基化合物的金属和硼衍生物

  摘要：

  从相应的环状 1,3-二酮或其他前体（环状酮以及内酯）开始，获得了氟化 1,3-二羰基的几种新盐和螯合物。氟化吡唑、苯并咪唑和 1,7-酮酯的直接合成证明了它们的制备意义。通过 X 射线衍射研究了 2-(三氟乙酰基)-环己酮的硼螯合物的结构。氟化环状 1,3-二羰基化合物的图形抽象金属和硼衍生物

  DOI：

  10.1515/znb-2009-0510

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...
• Reaction of 2-polyfluoroacylcyclohexanones with semicarbazides
  作者：K. I. Pashkevich、D. V. Sevenard、O. G. Khomutov、O. V. Shishkin、E. V. Solomovich

  DOI：10.1007/bf02494565

  日期：1999.2

  Abstract2-Polyfluoroacylcyclohexanones react with semicarbazide and thiosemicarbazide to give 2-(thio)carbamoyl-3-hydroxy-3-polyfluoroalkyl-3,3a,4,5,6,7-hexahydro-2H-indazoles, one of which was studied by X-ray diffraction.

  摘要2-多氟酰基环己酮与氨基脲和氨基硫脲反应生成2-(硫代)氨基甲酰基-3-羟基-3-多氟烷基-3,3a,4,5,6,7-六氢-2H-吲唑，其中之一被X研究-射线衍射。
• ——
  作者：K. I. Pashkevich、D. V. Sevenard、O. G. Khomutov、I. I. Vorontsov

  DOI：10.1023/a:1011317013265

  日期：——

  An efficient procedure for the synthesis of 3-cyano-4-difluoromethyl- and 3-cyano-4-trifluoromethyl-2(1H)-pyridones was developed. The structure of one of the resulting compounds was established by X-ray diffraction analysis.
• ——
  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.