anisaldehyde carbohydrazone methyl trimethyl ammonium chloride | 7148-67-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: anisaldehyde carbohydrazone methyl trimethyl ammonium chloride
• 英文别名: anisaldehyde-Girard T hydrazone；2-[(4-Methoxyphenyl)methylidene]-1-[(trimethylazaniumyl)acetyl]hydrazin-1-ide--hydrogen chloride (1/1)；N-[(4-methoxyphenyl)methylidene]-2-(trimethylazaniumyl)ethanehydrazonate;hydrochloride
• CAS: 7148-67-6
• 化学式: C₁₃H₂₀N₃O₂*Cl
• 分子量: 285.774
• InChiKey: VQROODFURJMIFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.14
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  anisaldehyde carbohydrazone methyl trimethyl ammonium chloride 、 copper dichloride 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Gomaa, E. A.; Hafez, M. A.; Moussa, M. N. H., Bulletin de la Societe Chimique de France, 1986, # 3, p. 361 - 363

  摘要：

  DOI：
• 作为产物：
  描述：

  吉拉尔特试剂 T 、 4-甲氧基苯甲醛 在 oxonium 作用下， 以 水 为溶剂， 生成 anisaldehyde carbohydrazone methyl trimethyl ammonium chloride
  参考文献：
  名称：

  Kinetics and mechanism of benzaldehyde Girard T hydrazone formation

  摘要：

  In aqueous solution, Girard T hydrazone formation from para-substituted benzaldehydes does not proceed to completion under the conditions used. The corresponding equilibrium constants were determined and employed to calculate the rate of the reaction at completion. For all the reactions studied, the pH-rate profiles, extrapolated to zero buffer concentration, show one break at pH 4-5, characteristic of a change in the rate-determining step from carbinolamine dehydration to carbinolamine formation upon going from pH 7 to pH 1. The formation of the carbinolamine is subject to catalysis by hydronium ion and by carboxylic acids present in the buffers used to maintain pH. Bronsted alpha values for this catalysis varied from 0.19 to 0.37. Rate constants for the cyanoacetic, chloroacetic, and formic acid catalyzed formation of carbinolamine from the para-substituted benzaldehydes correlate with sigma-+ substituent constants, giving a value of rho-+ equal to 0.70. Rate constants for the hydronium ion catalyzed formation of the carbinolamine from the same benzaldehydes are, however, insensitive to the substituent effect. These observations lead to the conclusion that the reactions occur by different routes as a function of the catalyst. We suggest a stepwise preassociation mechanism for the reaction catalyzed by carboxylic acids and a concerted preassociation mechanism for that catalyzed by hydronium ion.

  DOI：

  10.1021/jo00004a016

文献信息

• Kinetic parameters of thermal decomposition of anisaldehyde-girard T complexes of cobalt and copper bromides from TG and DSC data
  作者：M. E. M. Emam

  DOI：10.1007/bf01914347

  日期：1988.9