2-Chloro-4-(5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluoro-dodecyl)-pyridine 1-oxide | 910567-83-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-Chloro-4-(5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluoro-dodecyl)-pyridine 1-oxide
• CAS: 910567-83-8
• 化学式: C₁₇H₁₁ClF₁₇NO
• 分子量: 603.706
• InChiKey: USHJCIYDOJPIHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  37.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  26.94
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-Chloro-4-(5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluoro-dodecyl)-pyridine 1-oxide 在 sodium hydrogensulfide 作用下， 以 乙醇 、 水 为溶剂， 以81%的产率得到
  参考文献：
  名称：

  Design and synthesis of novel perfluoroalkyl-containing zinc pyrithione biocide

  摘要：

  Novel perfluoroalkyl-containing zinc pyrithione biocide 2 was designed and synthesized in six steps. Reaction of 4-methylpyridine with C8F17(CH2)(3)I in the presence of LDA followed by further oxidization of the resultant pyridine derivative 6 gave the pyridine N-oxide 9. Treatment of 9 with phosphorous oxychloride afforded the desirable chloride 12. Oxidization of compound 12 with H2O2 gave N-oxide 14, which was treated with NaSH to give the sulfide 3. Finally, treatment of compound 3 with NaOH/ZnSO4 smoothly delivered perfluoroalkyl-containing zinc pyrithione biocide 2 in good yield. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.108
• 作为产物：
  描述：

  4-(5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluorododecyl)pyridine 在 双氧水 、 溶剂黄146 、 三氯氧磷 作用下， 以 氯仿 、 水 为溶剂， 反应 4.0h， 生成 2-Chloro-4-(5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluoro-dodecyl)-pyridine 1-oxide
  参考文献：
  名称：

  Design and synthesis of novel perfluoroalkyl-containing zinc pyrithione biocide

  摘要：

  Novel perfluoroalkyl-containing zinc pyrithione biocide 2 was designed and synthesized in six steps. Reaction of 4-methylpyridine with C8F17(CH2)(3)I in the presence of LDA followed by further oxidization of the resultant pyridine derivative 6 gave the pyridine N-oxide 9. Treatment of 9 with phosphorous oxychloride afforded the desirable chloride 12. Oxidization of compound 12 with H2O2 gave N-oxide 14, which was treated with NaSH to give the sulfide 3. Finally, treatment of compound 3 with NaOH/ZnSO4 smoothly delivered perfluoroalkyl-containing zinc pyrithione biocide 2 in good yield. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.108