methyl (Z)-4,4,5,5,6,6,7,7-octafluoro-2-(4-methoxyphenylhydrazono)-3-oxoheptanoate | 1207525-61-8

• 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: methyl (Z)-4,4,5,5,6,6,7,7-octafluoro-2-(4-methoxyphenylhydrazono)-3-oxoheptanoate
• CAS: 1207525-61-8
• 化学式: C₁₅H₁₂F₈N₂O₄
• 分子量: 436.259
• InChiKey: YVPNBNLNQODYOL-MWYAZZEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  76.99
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  p-methoxybenzenediazonium 、 4,4,5,5,6,6,7,7-八氟-3-氧庚酸 以81%的产率得到methyl (Z)-4,4,5,5,6,6,7,7-octafluoro-2-(4-methoxyphenylhydrazono)-3-oxoheptanoate
  参考文献：
  名称：

  Steric structure of alkyl 2-aryl(hetaryl)hydrazono-3-fluoroalkyl-3-oxopropionates

  摘要：

  Steric structure of fluorinated 2-arylhydrazono-3-oxo esters was studied by H-1, F-19, and C-13 NMR spectroscopy and X-ray analysis. It was found that these compounds in the crystalline state and in solutions in acetone-d (6), DMSO-d (6), and CDCl3 exist as Z isomers with the ester fragment involved in intramolecular hydrogen bond with the hydrazone NH proton. Exceptions are alkyl 2-arylhydrazono-4,4-difluoro-3-oxobutanoates which exist in acetone-d (6) as mixtures of Z and E isomers, the former prevailing. Unlike fluorinated analogs, ethyl 2-(4-methylphenyl)hydrazono-3-oxobutanoate in crystal has the structure of E isomer in which intramolecular hydrogen bond is formed between the NH proton and acetyl carbonyl group. The same compound in acetone-d (6), DMSO-d (6), and CDCl3 gives rise to a mixture of Z and E isomers, the latter prevailing.

  DOI：

  10.1134/s1070428009060013