3,4,4,4-tetrafluoro-1-(furan-2-yl)-2-buten-1-one | 1198158-23-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4,4,4-tetrafluoro-1-(furan-2-yl)-2-buten-1-one
• 英文别名: (Z)-3,4,4,4-tetrafluoro-1-(furan-2-yl)but-2-en-1-one
• CAS: 1198158-23-4
• 化学式: C₈H₄F₄O₂
• 分子量: 208.112
• InChiKey: UMZLKNFFHYJPNZ-DAXSKMNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4,4,4-三氟-1-(2-呋喃基)-1,3-丁二酮 在 N,N-二乙基-alpha,alpha-二氟-3-甲基苄胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 3,4,4,4-tetrafluoro-1-(furan-2-yl)-2-buten-1-one 、 3,4,4,4-tetrafluoro-1-(furan-2-yl)-2-buten-1-one
  参考文献：
  名称：

  Regioselective synthesis of β-fluoro-α,β-unsaturated ketones by the reaction of β-diketones with DFMBA

  摘要：

  The deoxyfluorination reaction of beta-diketones with N,N-diethyl-alpha,alpha-difluoro-m-methylbenzylamine (DFMBA) gave beta-fluoro-alpha,beta-unsaturated ketones in good yields. The reaction proceeded regioselectively, and only one regioisomer was obtained from the unsymmetrical 1-aryl-1,3-diketones. The reaction is applicable to diketones with a trifluoromethyl group, obtaining good yields of 3,4,4,4-tetrafluorobutenones. We used the resulting beta-fluoro-alpha,beta-unsaturated ketones for the reaction with lithium dialkyl cuprates. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.05.009

文献信息

• Regioselective synthesis of β-fluoro-α,β-unsaturated ketones by the reaction of β-diketones with DFMBA
  作者：Keisuke Sano、Tsuyoshi Fukuhara、Shoji Hara

  DOI：10.1016/j.jfluchem.2009.05.009

  日期：2009.8

  The deoxyfluorination reaction of beta-diketones with N,N-diethyl-alpha,alpha-difluoro-m-methylbenzylamine (DFMBA) gave beta-fluoro-alpha,beta-unsaturated ketones in good yields. The reaction proceeded regioselectively, and only one regioisomer was obtained from the unsymmetrical 1-aryl-1,3-diketones. The reaction is applicable to diketones with a trifluoromethyl group, obtaining good yields of 3,4,4,4-tetrafluorobutenones. We used the resulting beta-fluoro-alpha,beta-unsaturated ketones for the reaction with lithium dialkyl cuprates. (C) 2009 Elsevier B.V. All rights reserved.