Perfluorocyclopent-2-en-1-one | 24807-10-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Perfluorocyclopent-2-en-1-one
• 英文别名: 2,3,4,4,5,5-hexafluoro-cyclopent-2-enone；Hexafluorocyclopent-2-en-1-one；Hexafluorcyclopent-2-en-1-on；2-Cyclopenten-1-one, 2,3,4,4,5,5-hexafluoro-；2,3,4,4,5,5-hexafluorocyclopent-2-en-1-one
• CAS: 24807-10-1
• 化学式: C₅F₆O
• 分子量: 190.045
• InChiKey: GWNXJXWWSFBMNV-UHFFFAOYSA-N

物化性质

• 沸点：
  75.8±40.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Perfluorocyclopent-2-en-1-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 2,3-Dithiophenoxy-4,4,5,5-tetrafluorocyclopent-2-en-1-ol
  参考文献：
  名称：

  Reactions of perfluorocycloalkenones with nucleophiles

  摘要：

  DOI：

  10.1021/jo01310a032
• 作为产物：
  描述：

  全氟环戊烯 在 三氧化硫 作用下， 以 甲醇 为溶剂， 生成 Perfluorocyclopent-2-en-1-one
  参考文献：
  名称：

  Reaction of sulfur trioxide with cyclic fluorovinyl ethers

  摘要：

  DOI：

  10.1021/ja00446a038

文献信息

• Reaction of sulfur trioxide with cyclic (4- and 5-membered ring)
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04021489A1

  公开（公告）日：1977-05-03

  Described is the reaction of SO.sub.3 with 4- and 5-membered ring fluorovinyl ethers to produce .alpha.,.beta.-cycloalkenones useful, for example, as mild cationic polymerization initiators.

  本文描述了SO.sub.3与4-和5-环氟代乙烯醚的反应，产生了有用的α，β-环烯酮，例如作为温和的阳离子聚合引发剂。
• Highly Fluorinated Cyclopentanones and Their Enols
  作者：Patrick E. Lindner、David M. Lemal

  DOI：10.1021/jo9602940

  日期：1996.1.1

  2H-Perfluorocyclopentanone (Ik) and its enol (le) have been independently synthesized and equilibrated. In carbon tetrachloride, the enol is the only detectable form at equilibrium. In addition to its high relative stability, this enol displays interesting reactivity, including reversible bromination and hydrolysis reactions. Replacing the vinyl fluorine of le with hydrogen changes the relative enol stability dramatically as the enol is only present to the extent of 13% in carbon tetrachloride under equilibrating conditions. In Lewis basic solvents, however, the enol is the only detectable form because of its strength as a hydrogen bond donor. Quantum mechanical calculations on both systems suggest that ketone destabilization, but not enol stabilization, by fluorination is responsible for the remarkable relative stability of the enols.
• Perfluoro[cyclobutanespiro-2′-(epoxyethme)]
  作者：Ralph J. De Pasquale、Keith B. Baucom、Jerry R. Patton、Wallace S. Brey

  DOI：10.1016/s0040-4039(01)82420-5

  日期：1974.1
• CARD PETER J.; SMART BRUCE E., J. ORG. CHEM., 1980, 45, NO 22, 4429-4432
  作者：CARD PETER J.、 SMART BRUCE E.

  DOI：——

  日期：——
• Reaction of sulfur trioxide with cyclic fluorovinyl ethers
  作者：Bruce E. Smart、Carl G. Krespan

  DOI：10.1021/ja00446a038

  日期：1977.2