9-phenyl-9-fluorenyl p-nitrobenzoate | 280578-65-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-phenyl-9-fluorenyl p-nitrobenzoate
• CAS: 280578-65-6
• 化学式: C₂₆H₁₇NO₄
• 分子量: 407.425
• InChiKey: XZCDERMIIIQIGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.72
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  69.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-硝基苯甲酰氯 、 Lithium; 9-phenyl-9H-fluoren-9-olate 生成 9-phenyl-9-fluorenyl p-nitrobenzoate
  参考文献：
  名称：

  2-芳基-2-金刚烷基对硝基苯甲酸酯和一些叔苄基对硝基苯甲酸酯的溶剂分解。YBnOPNB 和 YxBnOPNB 标度

  摘要：

  Solvolysis rate constants for a number of tertiary benzylic p-nitrobenzoate esters in a wide range of solvents were measured. New scales of solvent ionizing power for Gnunwald-Winstein-type correlation analyses, Y-BnOPNB from 2-phenyl-2-adamantyl p-nitrobenzoate and Y-xBnOPNB from 2-(6-methoxy-2-naphthyl)-2-adamantyl p-nitrobenzoate, were developed for the mechanistic study of solvent effects on the solvolytic reactivity of benzylic p-nitrobenzoates. The excellent linear log k-(YBnOPNB) plot for 2-(4-methylphenyl)-2-propyl p-nitrobenzoate indicated a limiting S(N)1 mechanism. The solvolytic transition state for 9-phenyl-9-fluorenyl p-nitrobenzoate and that for 1,1-diphenylethyl p-nitrobenzoate were considered to involve extended positive charge delocalizations from the observation of linear relationships between log k and Y-xBnOPNB. The ambiguity in the case of 2, 2-djmethyl-1-(4-methoxyphenyl)-1-phenyl-1-propyl p-nitrobenzoate is discussed. Copyright (C) 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(200004)13:4<203::aid-poc230>3.0.co;2-9