3,5-dimethyl-4-trimethylsilyloxy-benzaldehyde

• 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-dimethyl-4-trimethylsilyloxy-benzaldehyde
• 英文别名: 3,5-Dimethyl-4-trimethylsilyloxybenzaldehyde；3,5-dimethyl-4-trimethylsilyloxybenzaldehyde
• 化学式: C₁₂H₁₈O₂Si
• 分子量: 222.359
• InChiKey: ARLHXZXUUYZZNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1,3-二噻烷-2-基)膦酸二乙酯 、 3,5-dimethyl-4-trimethylsilyloxy-benzaldehyde 在 sodium hydride 作用下， 生成 2-(3,5-dimethyl-4-hydroxy-benzylidene)-1,3-dithiane
  参考文献：
  名称：

  Influence of polar substituents on the Antioxidant Properties of para-Vinyl Phenols and on the stabilization of the corresponding phenoxy radicals

  摘要：

  Phenols 1 substituted in the para position by vinyl groups bearing different combinations of thioether and cyano substituents in the beta positions were synthesized. The determination of their efficiency as antioxidants led to the following order of reactivity: RS,RS much greater than RS,CN > CN,CN. The analysis of the ESR spectra of analogous phenoxy radicals 4 indicates however a different order for the radical stabilization: RS,CN > RS,RS much greater than CN,CN. This behavior is explained by a charge or electron transfer in the transition state as the main factor governing the reactivity. Relative stabilizations of the phenoxy radicals are easily explained according to the captodative concept.

  DOI：

  10.1002/prac.19923340704

文献信息

• Influence of polar substituents on the Antioxidant Properties of para-Vinyl Phenols and on the stabilization of the corresponding phenoxy radicals
  作者：A. Borghese、R. Mer�nyi、J. Penelle、P. Pigeolet、H. G. Viehe

  DOI：10.1002/prac.19923340704

  日期：——

  Phenols 1 substituted in the para position by vinyl groups bearing different combinations of thioether and cyano substituents in the beta positions were synthesized. The determination of their efficiency as antioxidants led to the following order of reactivity: RS,RS much greater than RS,CN > CN,CN. The analysis of the ESR spectra of analogous phenoxy radicals 4 indicates however a different order for the radical stabilization: RS,CN > RS,RS much greater than CN,CN. This behavior is explained by a charge or electron transfer in the transition state as the main factor governing the reactivity. Relative stabilizations of the phenoxy radicals are easily explained according to the captodative concept.