Pentachlorophenyl picolinate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: Pentachlorophenyl picolinate
• 英文别名: (2,3,4,5,6-Pentachlorophenyl) pyridine-2-carboxylate
• 化学式: C₁₂H₄Cl₅NO₂
• 分子量: 371.434
• InChiKey: JOBOMPNGQJIRSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Pentachlorophenyl picolinate 在 水 、 铜 作用下， 生成 2-吡啶甲酸 、 五氯酚
  参考文献：
  名称：

  Leaving group effect in the cleavage of picolinate esters catalyzed by hydroxy-functionalized metallomicelles

  摘要：

  Micellar aggregates of complexes of transition metal ions with the hydroxy-functionalized surfactant 1a are very effective catalysts of the cleavage of activated esters of alpha-amino acids. To ascertain their effectiveness toward unactivated esters, a systematic kinetic study was undertaken employing as substrates the picolinic acid esters 3a-1, the pK(a) of their alcoholic portion spanning more than 12 units from 3.6 to 16. The leaving group effect was investigated in water, pH=6.3, in the absence and presence of CU2+ ions, in the presence of the nonmicellar complex 2-CU2+, and in the presence of micellar aggregates made of 1a-Cu2+ or of its O-methylated analog 1b-Cu2+. In the presence of free metal ions the leaving group effect is negligible in the case of esters with good leaving groups (pK(a)

  DOI：

  10.1021/jo00080a006
• 作为产物：
  描述：

  2-吡啶甲酸 、 五氯酚 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以45%的产率得到Pentachlorophenyl picolinate
  参考文献：
  名称：

  Leaving group effect in the cleavage of picolinate esters catalyzed by hydroxy-functionalized metallomicelles

  摘要：

  Micellar aggregates of complexes of transition metal ions with the hydroxy-functionalized surfactant 1a are very effective catalysts of the cleavage of activated esters of alpha-amino acids. To ascertain their effectiveness toward unactivated esters, a systematic kinetic study was undertaken employing as substrates the picolinic acid esters 3a-1, the pK(a) of their alcoholic portion spanning more than 12 units from 3.6 to 16. The leaving group effect was investigated in water, pH=6.3, in the absence and presence of CU2+ ions, in the presence of the nonmicellar complex 2-CU2+, and in the presence of micellar aggregates made of 1a-Cu2+ or of its O-methylated analog 1b-Cu2+. In the presence of free metal ions the leaving group effect is negligible in the case of esters with good leaving groups (pK(a)

  DOI：

  10.1021/jo00080a006