2-heptafluorobutyrylcyclohexane-1,3-dione | 950908-47-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-heptafluorobutyrylcyclohexane-1,3-dione
• 英文别名: 2-(2,2,3,3,4,4,4-Heptafluorobutanoyl)cyclohexane-1,3-dione
• CAS: 950908-47-1
• 化学式: C₁₀H₇F₇O₃
• 分子量: 308.153
• InChiKey: XAZJMSQRFXGVHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-heptafluorobutyrylcyclohexane-1,3-dione 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成 3-chloro-2-(2,2,3,3,4,4,4-heptafluorobutanoyl)cyclohex-2-en-1-one
  参考文献：
  名称：

  区域选择性合成多氟烷基取代的6,7-二氢苯并恶唑酮

  摘要：

  用于迄今未报告合成区域选择性方法均-6,7-二氢-1,2-苯并异恶唑-4（5 ħ） -酮和6,7-二氢-2,1-苯并异恶唑-4（5 ħ） -酮与全氟烷基或已经开发了卤代二氟甲基取代基。通过2-聚氟烷酰基环己烷-1,3-二酮与羟胺的环缩合反应制得3-Polyfluoroalkyl-6,7-dihydro-1,2-benzisoxazol-4（5 H）-ones。区域异构体3-聚氟烷基-6,7-二氢-2,1-苯并恶唑-4（5 H）-是通过将2-聚氟烷酰基环己烷-1,3-二酮转化为乙烯基氯化物而合成的，用叠氮化钠在二甲基甲酰胺中制得粗制的3-氯-2-聚氟链烷酰基-2-环己烯-1-酮

  DOI：

  10.1002/jhet.3218
• 作为产物：
  描述：

  1,3-环己二酮 、 N-七氟丁酰基咪唑 在 咪唑 作用下， 以 氯仿 为溶剂， 反应 0.75h， 以98%的产率得到2-heptafluorobutyrylcyclohexane-1,3-dione
  参考文献：
  名称：

  Synthesis of novel 2-perfluoroacylcyclohexane-1,3-diones

  摘要：

  A one-pot synthesis of 2-perfluoroalkanoylcyclohexane-1,3-diones via C-acylation of cyclohexane-1,3-diones with N-perfluoroacylimidazole as an acylating agent is reported. A reaction was examined with isolated N-trifluoroacetylimidazole and with N-perfluoroacylimidazoles generated in situ from perfluorocarboxylic acid anhydrides or perfluorocarboxylic acids. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.08.003

文献信息

• Regioselective reduction of 2-perfluoroalkanoylcyclohexane-1,3-diones and their enamino derivatives
  作者：T. S. Khlebnikova、V. G. Isakova、A. V. Baranovskii、F. A. Lakhvich

  DOI：10.1134/s1070363211040098

  日期：2011.4

  Ionic hydrogenation of 2-perfluoroalkanoylcyclohexane-1,3-diones and their endocyclic enamino derivatives containing a secondary amino group by the action of triethylsilane in trifluoroacetic acid in the presence of a catalytic amount of lithium perchlorate involved regioselective reduction of the side-chain carbonyl group to hydroxy with formation of the corresponding hydroxy diketones and hydroxy amino ketones, respectively. Under analogous conditions endocyclic enamino derivatives possessing a tertiary amino group underwent deacylation to give enamino ketones.
• Reaction of 2-perfluoroalkanoylcyclohexane-1,3-diones and 3-chloro-2-perfluoroalkanoylcyclohex-2-ene-1-ones with amines
  作者：T. S. Khlebnikova、V. G. Isakova、F. A. Lakhvich

  DOI：10.1134/s1070428009070033

  日期：2009.7

  Reactions of 2-perfluoroalkanoylcyclohexane-1,3-diones with primary and secondary amines involved acid cleavage of the substrate with formation of the corresponding 3-aminocyclohex-2-en-1-ones. Vinylogous nucleophilic substitution in 3-chloro-2-perfluoroalkanoylcyclohex-2-ene-1-ones with amines led to the formation of 3-amino-2-perfluoroalkanoylcyclohex-2-ene-1-ones.
• Synthesis and spectroscopic investigation of the new polyfluoroalkyl-containing indazolones
  作者：T. S. Khlebnikova、V. G. Isakova、A. V. Baranovskii、F. A. Lakhvich

  DOI：10.1134/s1070363208100241

  日期：2008.10

  Reaction of 2-perfluoroacylcycloalkane-1,3-diones and their enol methyl esters with N,N-dinucleophiles such as 4-fluorophenylhydrazine hydrochloride and pentafluorophenylhydrazine results in formation of polyfluoroalkyl-containing 1-aryl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5)H-ones and 2-aryl-3-polyfluoroalkyl-6,7-dihydro-2H-indazol-4(5)H-ones respectively. Structure of compounds obtained was proved with IR, H-1, H-13, F-19, N-15 NMR, and mass-spectrometric methods.
• Regioselective Synthesis of Polyfluoroalkyl Substituted 6,7-Dihydrobenzisoxazolones
  作者：Tatyana S. Khlebnicova、Yurii A. Piven'、Veronica G. Isakova、Alexander V. Baranovsky、Fedor A. Lakhvich、Alexander E. Sorochinsky、Igor I. Gerus

  DOI：10.1002/jhet.3218

  日期：2018.7

  Regioselective methods for synthesis of hitherto unreported both 6,7‐dihydro‐1,2‐benzisoxazol‐4(5H)‐ones and 6,7‐dihydro‐2,1‐benzisoxazol‐4(5H)‐ones with perfluoroalkyl or halogenodifluoromethyl substituents have been developed. 3‐Polyfluoroalkyl‐6,7‐dihydro‐1,2‐benzisoxazol‐4(5H)‐ones were prepared by the cyclocondensation of 2‐polyfluoroalkanoylcyclohexane‐1,3‐diones with hydroxylamine. The regioisomeric

  用于迄今未报告合成区域选择性方法均-6,7-二氢-1,2-苯并异恶唑-4（5 ħ） -酮和6,7-二氢-2,1-苯并异恶唑-4（5 ħ） -酮与全氟烷基或已经开发了卤代二氟甲基取代基。通过2-聚氟烷酰基环己烷-1,3-二酮与羟胺的环缩合反应制得3-Polyfluoroalkyl-6,7-dihydro-1,2-benzisoxazol-4（5 H）-ones。区域异构体3-聚氟烷基-6,7-二氢-2,1-苯并恶唑-4（5 H）-是通过将2-聚氟烷酰基环己烷-1,3-二酮转化为乙烯基氯化物而合成的，用叠氮化钠在二甲基甲酰胺中制得粗制的3-氯-2-聚氟链烷酰基-2-环己烯-1-酮
• Synthesis of novel 2-perfluoroacylcyclohexane-1,3-diones
  作者：T.S. Khlebnicova、V.G. Isakova、A.V. Baranovsky、E.V. Borisov、F.A. Lakhvich

  DOI：10.1016/j.jfluchem.2006.08.003

  日期：2006.12

  A one-pot synthesis of 2-perfluoroalkanoylcyclohexane-1,3-diones via C-acylation of cyclohexane-1,3-diones with N-perfluoroacylimidazole as an acylating agent is reported. A reaction was examined with isolated N-trifluoroacetylimidazole and with N-perfluoroacylimidazoles generated in situ from perfluorocarboxylic acid anhydrides or perfluorocarboxylic acids. (c) 2006 Elsevier B.V. All rights reserved.