tri-N-methyl-o-anisidinium; iodide | 70329-19-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tri-N-methyl-o-anisidinium; iodide
• 英文别名: Tri-N-methyl-o-anisidinium; Jodid；2-Methoxy-N,N,N-trimethylanilinium iodide；(2-methoxyphenyl)-trimethylazanium;iodide
• CAS: 70329-19-0
• 化学式: C₁₀H₁₆NO*I
• 分子量: 293.148
• InChiKey: DWDZJVMYVCARJF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tri-N-methyl-o-anisidinium; iodide 在 sodium hydroxide 、 戊醇 作用下， 生成 2-甲基金刚烷
  参考文献：
  名称：

  Notes

  摘要：

  DOI：

  10.1039/jr9390001199
• 作为产物：
  描述：

  N-苄基-4-甲氧基苯胺 在 氢氧化钾 、 苯 作用下， 生成 tri-N-methyl-o-anisidinium; iodide
  参考文献：
  名称：

  Wedekind, Chemische Berichte, 1906, vol. 39, p. 483

  摘要：

  DOI：

文献信息

• Muehlhaeuser, Justus Liebigs Annalen der Chemie, 1881, vol. 207, p. 247
  作者：Muehlhaeuser

  DOI：——

  日期：——
• Antibody-Catalyzed Decarboxylative Oxidation of Vanillylmandelic Acid
  作者：F. Taran、P. Y. Renard、H. Bernard、C. Mioskowski、Y. Frobert、P. Pradelles、J. Grassi

  DOI：10.1021/ja9724811

  日期：1998.4.1

  The most important industrial process for the synthesis of vanillin is performed in two steps involving an electrophilic aromatic substitution of glyoxylic acid on guaiacol followed by an oxidative decarboxylation of the intermediary alpha-hydroxy acids formed, thereby producing not only vanillin, but also byproducts which have to be eliminated. In the present study, we took advantage of the high specificity of catalytic antibodies to improve the synthesis of vanillin. Among ii monoclonal antibodies elicited against the quaternary ammonium hapten H3, antibody H3-12 was found to catalyze the oxidative decarboxylation of vanillylmandelic acid (VMA), the precursor of vanillin, in the presence of sodium metaperiodate. The kinetic data of the antibody-catalyzed reaction are consistent with an ordered binding mechanism. At pH 9.0, H3-12 catalyzed the transformation of VMA into vanillin with a k(cat) of 2.70 min(-1), a Michaelis-Menten constant K-a for the binary complex of 260 mu M, and a K-b for the ternary complex of 2100 mu M. The catalyzed reaction was fully inhibited by a hapten analogue with a K-i, of 10 mu M. The fine specificity of anti-H3 monoclonal antibodies was determined using H3-related compounds with a competitive enzyme immunoassay. Controls demonstrating that catalytic activity is actually related to antibody binding, and mechanistic studies, are also presented.
• Griess, Chemische Berichte, 1880, vol. 13, p. 649
  作者：Griess

  DOI：——

  日期：——
• v.Braun, Chemische Berichte, 1916, vol. 49, p. 1105
  作者：v.Braun

  DOI：——

  日期：——
• Wedekind, Chemische Berichte, 1906, vol. 39, p. 483
  作者：Wedekind

  DOI：——

  日期：——