七氟丁酸-(4-硝基苯胺) | 3869-06-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 中文名称: 七氟丁酸-(4-硝基苯胺)
• 英文名称: heptafluoro-butyric acid-(4-nitro-anilide)
• 英文别名: Heptafluor-buttersaeure-(4-nitro-anilid)；2,2,3,3,4,4,4-heptafluoro-N-(4-nitrophenyl)butanamide
• CAS: 3869-06-5
• 化学式: C₁₀H₅F₇N₂O₃
• 分子量: 334.15
• InChiKey: HQOLLMKLYTYSHA-UHFFFAOYSA-N

物化性质

• 沸点：
  340.7±42.0 °C(Predicted)
• 密度：
  1.624±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  七氟丁酸-(4-硝基苯胺) 在 buffer CO₃^2- 、 水 、 羟基甲酸酯 、 sodium chloride 作用下， 以 乙腈 为溶剂， 生成 七氟丁酸 、 4-硝基苯胺
  参考文献：
  名称：

  Multiple Pathways in Cyclodextrin-Catalyzed Hydrolysis of Perfluoroalkylamides

  摘要：

  The hydrolysis of p-nitroanilide of perfluoroalkanoic acids, CF3(CF2)(n)CO-, with n = 1,2,3,5,6, and 7, 1a-f, was studied in the presence of beta-cyclodextrin (CD). All reactions were catalyzed by CD through the formation of a 1:1 and 1:2 inclusion complexes. The association equilibrium constants for the 1:1 complexes were dependent on the number of carbons of the fluoroalkyl chain, whereas those of the 1:2 complexes were almost independent. These results indicate that, in the former case, the perfluoroalkyl chain is included, while in the latter, the CD unit encloses the aryl ring. For compounds 1a,b both complexes were more reactive than the substrate itself. The ratio of the reaction of complexed to uncomplexed substrate had its highest value for 1a in the case of 1:1 complex, and for 1b, the 1:2 complex. This is attributed to the geometry of the complexes. Although compounds 1c-e reacted at the same rates in the free or 1:1 complexed form, CD accelerated the reactions because of an increase in the pK(a) of the substrate, which results in a higher concentration of the neutral reactive substrate at the same pH. Compound 1f formed aggregates even at 10(-6) M concentration, and CD-induced deaggregation resulted in catalysis of the reaction.

  DOI：

  10.1021/ja00118a005
• 作为产物：
  描述：

  4-硝基苯胺 、 七氟丁酸酐 在 苯 作用下， 生成 七氟丁酸-(4-硝基苯胺)
  参考文献：
  名称：

  Solvent Effects in Spectrophotometric Determination of Weak Organic Acids in Alkaline Solution. Application to Aromatic Primary Amine and Carbonyl Derivatives

  摘要：

  DOI：

  10.1021/ac60156a057