3,5-difluorobenzoyl cyanide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-difluorobenzoyl cyanide
• 化学式: C₈H₃F₂NO
• 分子量: 167.115
• InChiKey: QHMRKOFGNHHFKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氰离子 、 3,5-二氟苯甲酰氯 以 gas 为溶剂， 生成 3,5-difluorobenzoyl cyanide
  参考文献：
  名称：

  Direct Experimental Evidence for a Multiple Well Potential Energy Surface in a Gas-Phase Exothermic Carbonyl Addition-Elimination Reaction

  摘要：

  We define experimentally the potential energy surface for a gas-phase carbonyl addition-elimination reaction through the synthesis, isolation, and characterization of intermediates in an exothermic carbonyl displacement reaction. Chemical and photochemical experiments determine the structure and reactivity of these putative intermediates. For the reaction of CN- with 3,5-difluorobenzoyl chloride, the intermediates are unsymmetrical ion-molecule complexes; we find no evidence for a stable, covalent, tetrahedral adduct. Photoactivation of the intermediates results in unimolecular decomposition across the reaction barrier producing the products of the bimolecular reaction. The observation of two distinct ion-dipole complexes as intermediates and the non-observation of a stable tetrahedral adduct provide direct evidence for a double minimum potential energy surface for the corresponding bimolecular reaction.

  DOI：

  10.1021/ja00099a043

文献信息

• Direct Experimental Evidence for a Multiple Well Potential Energy Surface in a Gas-Phase Exothermic Carbonyl Addition-Elimination Reaction
  作者：James L. Wilbur、John I. Brauman

  DOI：10.1021/ja00099a043

  日期：1994.10

  We define experimentally the potential energy surface for a gas-phase carbonyl addition-elimination reaction through the synthesis, isolation, and characterization of intermediates in an exothermic carbonyl displacement reaction. Chemical and photochemical experiments determine the structure and reactivity of these putative intermediates. For the reaction of CN- with 3,5-difluorobenzoyl chloride, the intermediates are unsymmetrical ion-molecule complexes; we find no evidence for a stable, covalent, tetrahedral adduct. Photoactivation of the intermediates results in unimolecular decomposition across the reaction barrier producing the products of the bimolecular reaction. The observation of two distinct ion-dipole complexes as intermediates and the non-observation of a stable tetrahedral adduct provide direct evidence for a double minimum potential energy surface for the corresponding bimolecular reaction.