m-Nitro-benzosulfonyl-pyridinium-chlorid | 94983-19-4

• 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: m-Nitro-benzosulfonyl-pyridinium-chlorid
• 英文别名: 1-(3-Nitrobenzenesulfonyl) pyridinium chloride；1-(3-nitrophenyl)sulfonylpyridin-1-ium;chloride
• CAS: 94983-19-4
• 化学式: C₁₁H₉N₂O₄S*Cl
• 分子量: 300.722
• InChiKey: YDNZBYDTPIBWTP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.88
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吡啶 、 3-硝基苯磺酰氯 以 甲醇 为溶剂， 生成 m-Nitro-benzosulfonyl-pyridinium-chlorid
  参考文献：
  名称：

  Kinetics and mechanism of the pyridinolysis of benzenesulfonyl chlorides in methanol

  摘要：

  The kinetics of reactions between Y-benzenesulfonyl chlorides and X-pyridines in methanol at 35.0 degrees C were investigated. Strong para pi-acceptors, X = p-CN and p-COCH3, give good linear fits to Bronsted-type plots with low beta(X) (=0.32-0.45) but show positive deviations from linear Hammett plots (rho(X) = -1.98 to -2.79). Excellent linear Hammett plots are obtained with substituent variations in the substrate with rho(Y) = 0.6-1.0 which are similar to those for the anilinolysis. These results support an S(N)2 mechanism for the pyridinolysis of benzenesulfonyl chlorides. The cross-interaction constant rho(XY) is a small negative value (-0.48). Much smaller magnitudes of beta(X), rho(X) and rho(XY) than the corresponding values for the anilinolysis suggest that the transition state is formed at a relatively earlier position along the reaction coordinate than for anilinolysis. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199906)12:6<425::aid-poc147>3.0.co;2-3