Toluene-4-sulfonic acid 9H-fluoren-2-ylmethyl ester | 128622-41-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Toluene-4-sulfonic acid 9H-fluoren-2-ylmethyl ester
• CAS: 128622-41-3
• 化学式: C₂₁H₁₈O₃S
• 分子量: 350.438
• InChiKey: NGHZEEZMGBCQRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4-甲氧基苯基)-二甲胺 、 Toluene-4-sulfonic acid 9H-fluoren-2-ylmethyl ester 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  The Menschutkin reaction of benzylp-toluenesulfonates withN,N-dimethylanilines. Evidence for the duality ofSN1 andSN2 mechanisms

  摘要：

  The rate data for the Menschutkin reaction between strongly activated Z-substituted benzyl p-toluenesulfonates and Y-substituted N,N-dimethylanilines in acetonitrile at 35 degrees C fit the equation, k(obs) = k(1) + k(2) [DMA], which is consistent with concurrent first-and second-order processes. The k(1) and k(2) values for each substrate were separated based on the above equation. The S(N)1 rate constant, k(1), is unaffected by the nature of the nucleophile, whereas the S(N)2 rate constant, k(2), increased with the electron-donating substituent of the N,N-dimethylaniline. The substituent effect on the k(1) values is linearly correlated by the Yukawa-Tsuno equation with rho = -5.2 and r = 1.3. The unimolecular reaction can be regarded as a classical S(N)1 mechanism. In contrast, that on the k(2) values shows an upward curvature when analyzed by the Brown af treatment. These results are ascribed to the simultaneous and independent occurrence of S(N)1 and S(N)2 mechanisms in the present Menschutkin reaction. (C) 1998 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199804)11:4<254::aid-poc2>3.0.co;2-6