5,5,6,6-四氟己烷-2,4-二酮 | 59857-63-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5,5,6,6-四氟己烷-2,4-二酮
• 英文名称: 5,5,6,6-tetrafluoro-hexane-2,4-dione
• 英文别名: 5,5,6,6-Tetrafluorohexane-2,4-dione
• CAS: 59857-63-5
• 化学式: C₆H₆F₄O₂
• 分子量: 186.106
• InChiKey: CNUKMYIQXLCAAY-UHFFFAOYSA-N

物化性质

• 沸点：
  164.5±35.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  5,5,6,6-四氟己烷-2,4-二酮 在 氨 作用下， 以 乙醚 为溶剂， 生成 5-amino-1,1,2,2-tetrafluoro-4-hexen-3-one
  参考文献：
  名称：

  Salt formation by reaction of fluorine-containing ?-diketones with amines

  摘要：

  DOI：

  10.1007/bf00995699
• 作为产物：
  描述：

  5-amino-1,1,2,2-tetrafluoro-4-hexen-3-one 在 盐酸 作用下， 以 水 为溶剂， 反应 3.0h， 生成 5,5,6,6-四氟己烷-2,4-二酮
  参考文献：
  名称：

  Hydrolysis of fluoroalkyl-containing ?-aminovinyl ketones

  摘要：

  The kinetics of hydrolysis of fluoroalkyl-containing beta-aminovinyl ketones R1C(O)CHC(NHR3)R2, in which the substituents CF3 and HCF2CF2 are in the ketone (R1) or enamine parts of the molecule (R2), was studied. In acid (pH < 5) and alkaline (pH > 10) media, they hydrolyze with the formation of the corresponding amines and beta-diketones. In an alkaline medium, the beta-diketones undergo cleavage to fluorinated acids and methyl ketones. The rate constants of hydrolysis in an acid medium change within a range of four orders, depending on the nature of the substituents. The presence of a fluoroalkyl group at the enamine reaction center increases the hydrolysis rate. In an alkaline medium, the rate constants vary within one order.

  DOI：

  10.1007/bf00957999

文献信息

• Biginelli condensations of fluorinated 3-oxo esters and 1,3-diketones
  作者：V.I Saloutin、Ya.V Burgart、O.G Kuzueva、C.O Kappe、O.N Chupakhin

  DOI：10.1016/s0022-1139(99)00216-x

  日期：2000.4

  Condensation of fluorinated 3-oxo esters or 1,3-diketones with benzaldehyde and (thio)urea results in the diastereoselective formation of 4-fluoroalkyl-4-hydroxy-2-oxo(thioxo)-6-phenyl-hexahydropyrimidine-5-carboxylates from which by dehydration under acidic conditions the corresponding 6-fluoroalkyl-2-oxo(thioxo)-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylates were obtained. Under the same conditions

  含氟的3-氧代酯或1,3-二酮与苯甲醛和（硫代）脲的缩合导致4-氟烷基-4-羟基-2-羟基-2-氧代（硫代）-6-苯基-六氢嘧啶-5-羧酸酯的非对映选择性形成通过在酸性条件下脱水，得到相应的6-氟烷基-2-氧代（硫代）-4-苯基-1,2,3,4-四氢嘧啶-5-羧酸酯。在相同条件下，六氟乙酰丙酮提供4,6-二羟基-4,6-二（三氟甲基）-六氢嘧啶-2-酮。描述了这些嘧啶衍生物导致稠合杂环的一些其他反应。
• Synthesis of fluorinated 2(3)-arylhydrazones of 1,2,3-tri(1,2,3,4-tetra)carbonyl compounds and their heterocyclization reactions
  作者：Y.V. Burgart、A.S. Fokin、O.G. Kuzueva、O.N. Chupakhin、V.I. Saloutin

  DOI：10.1016/s0022-1139(98)00247-4

  日期：1998.11

  New fluorinated 2-arylhydrazones of 1,2,3-triketones, 2-arylhydrazone-1,2,3-diketo esters and 3-arylhydrazone-1,2,3,4-triketo esters have been prepared by the coupling of fluorine-containing 1,3-keto esters, 1,3-diketones, acyl(aroyl)pyruvic esters and their chelates with aryldiazonium chlorides. The arylhydrazones react with hydrazine hydrate, phenylhydrazine, thiosemicarbazide and hydroxylamine to

  1,2,3-三酮，2-芳基hydr-1,2,3-二酮酯和3-芳基--1,2,3,4-三酮酯的新的氟化2-芳基nes酮已通过氟-偶合而制备。含有1，3-酮酯，1，3-二酮，酰基（芳酰基）丙酮酸酯及其螯合物与芳基重氮氯化物。芳基azo与水合肼，苯肼，硫代氨基脲和羟胺反应生成相应的吡唑和异恶唑衍生物。3-芳基hydr-1,2,3,4-二酮酯与邻苯二胺的相互作用产生喹喔啉产物。具有五氟苯基取代基的芳基azo的分子内环化反应导致肉桂酮衍生物。
• Condensation of fluoroalkyl-containing 1,3-dicarbonyl compounds with ethylenediamine
  作者：V.I. Saloutin、Z.E. Skryabina、Y.V. Burgart

  DOI：10.1016/s0022-1139(00)81181-1

  日期：1992.3

  interaction of fluoroalkylated 1,3-diketones with ethylenediamine hydroperchlorate; similarly, 1,2,3,4-tetrahydro-1,4-diazepine-5-ones have been obtained from fluorinated 1,3-keto esters. Under mild conditions, fluorinated copper(II) 1,3-diketonates, and copper(II) and nickel(II) N,N′-ethylenebis(aminovinyl ketonates) were found to react with ethylenediamine to form fluoroalkyl-containing N,N′-ethylenebis(aminovinyl

  通过氟烷基化的1，3-二酮与乙二胺氢氯酸盐的直接相互作用制备了2，3-二氢-1 H -1，4-二氮杂pine；类似地，已经从氟化的1，3-酮酯获得了1,2,3,4-四氢-1,4-二氮杂-5-酮。在温和的条件下，发现氟化的1,3-二酮铜（II）和N（N）的铜（II）和N'-亚乙基双（氨基乙烯基酮）会与乙二胺反应生​​成含氟烷基的N，N' -亚乙基双（氨基乙烯基酮）和/或2,3-二氢-1 H -1,4-二氮杂s 。
• Pashkevich; Khomutov; Sevenard, Russian Journal of Organic Chemistry, 2000, vol. 36, # 8, p. 1144 - 1149
  作者：Pashkevich、Khomutov、Sevenard

  DOI：——

  日期：——
• Photophysical studies on ternary mixed ligand europium complexes containing pyridyltriazolylmethane and 1,3-diketonate ligands
  作者：Alexey N. Gusev、Miki Hasegawa、Victor F. Shul’gin、Galyna Nishchymenko、Wolfgang Linert

  DOI：10.1016/j.ica.2014.01.050

  日期：2014.4

  1,1-Bis[5-(pyridine-2-yl)-1,2,4-triazol-3-yl]methane have been used to prepare ternary lanthanide complexes in which the remaining ligands are different diketonate-anions. The complexes were characterized by various measurements including single-crystal X-ray crystallography. The characteristic photophysical properties of these complexes, i. e. the absorption and luminescence spectra, the metal-centred lifetimes and the overall luminescence yields were measured. All title complexes show strong sharp red emissions in the solid state, corresponding to D-5(0) -> F-7(J) (J = 0-3) transitions with D-5(0) -> F-7(2) (612-621 nm) as the most prominent one. Three-layer light-emitting diodes based on PVK doped with the title complexes as active layer were fabricated and examined. (C) 2014 Elsevier B. V. All rights reserved.