9-phenanthrenecarbonyl fluoride | 127410-76-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 9-phenanthrenecarbonyl fluoride
• 英文别名: Phenanthrene-9-carbonyl fluoride
• CAS: 127410-76-8
• 化学式: C₁₅H₉FO
• 分子量: 224.234
• InChiKey: DVSIAHUNLLECTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  9-甲醛菲 在 caesium fluoroxysulphate 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以41.5%的产率得到9-phenanthrenecarbonyl fluoride
  参考文献：
  名称：

  Reactions of aldehydes with cesium fluoroxysulfate

  摘要：

  Various aromatic and aliphatic aldehydes reacted at 35-40-degrees-C in CH3CN with CsSO4F giving acid fluorides in a good yield. In some cases formation of fluorohydrocarbons was also observed. Hammett correlation analysis of the transformation of various substituted benzaldehydes (p-OCH3, p-CH3, p-F, p-CF3, m-NO2) gave the reaction constant rho+ = -0.38. Solvent polarity strongly influenced the conversion of aldehydes into acid fluorides, being in acetonitrile almost quantitative and completely halted in CH2Cl2, n-hexane, or tetrahydrofuran. The presence of nitrobenzene, often used as a radical scavenger, considerably reduced the acid fluoride formation. Based on experimental observations was concluded that the main intermediates involved in the conversion of aldehydes into acid fluorides With CsSO4F must be of a radical nature.

  DOI：

  10.1021/jo00046a013

文献信息

• Mild conversion of primary alcohols and aldehydes to acid fluorides with caesium fluoroxysulphate
  作者：Stojan Stavber、Zdenka Planinšek、Marko Zupan

  DOI：10.1016/s0040-4039(01)93864-x

  日期：1989.1