2-ethyl-N-heptylhexanamide | 349120-31-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-ethyl-N-heptylhexanamide
• CAS: 349120-31-6
• 化学式: C₁₅H₃₁NO
• 分子量: 241.417
• InChiKey: PCOLPQJENWWDBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-ethyl-N-heptylhexanamide 在 水 、 Selectfluor 、 copper(I) bromide 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以66%的产率得到heptanoic acid (2-ethyl-hexanoyl)-amide
  参考文献：
  名称：

  Copper mediated oxidation of amides to imides by Selectfluor

  摘要：

  The combination of Selectfluor and copper(I) bromide has shown a strong oxidation ability, readily oxidizing amides into the corresponding imides in acetonitrile at room temperature in less than 1 h. This transformation under mild conditions gives good to excellent chemical yields. A possible reaction mechanism is proposed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.059
• 作为产物：
  描述：

  庚胺 、 2-乙基己酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-ethyl-N-heptylhexanamide
  参考文献：
  名称：

  Copper mediated oxidation of amides to imides by Selectfluor

  摘要：

  The combination of Selectfluor and copper(I) bromide has shown a strong oxidation ability, readily oxidizing amides into the corresponding imides in acetonitrile at room temperature in less than 1 h. This transformation under mild conditions gives good to excellent chemical yields. A possible reaction mechanism is proposed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.059

文献信息

• Copper mediated oxidation of amides to imides by Selectfluor
  作者：Zhuang Jin、Bo Xu、Gerald B. Hammond

  DOI：10.1016/j.tetlet.2011.02.059

  日期：2011.4

  The combination of Selectfluor and copper(I) bromide has shown a strong oxidation ability, readily oxidizing amides into the corresponding imides in acetonitrile at room temperature in less than 1 h. This transformation under mild conditions gives good to excellent chemical yields. A possible reaction mechanism is proposed. (C) 2011 Elsevier Ltd. All rights reserved.
• Replacement of BF4− by PF6− makes Selectfluor greener
  作者：Zhuang Jin、Bo Xu、Stephen G. DiMagno、Gerald B. Hammond

  DOI：10.1016/j.jfluchem.2012.05.010

  日期：2012.11

  A combination of F-TEDA-PF6 and CuBr (0.1 equiv.) provides a potent oxidant that readily oxidizes amides to provide imides at room temperature. Replacement of BF4-, the anion of Selectfluor (F-TEDA-BF4), by PF6-, dramatically reduces CuBr loading in this oxidative reaction. A possible rationale for this dramatic counterion effect is provided. (C) 2012 Elsevier B.V. All rights reserved.