2,2-二氯-N-(2-乙基己基)-乙酰胺 | 20308-52-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2,2-二氯-N-(2-乙基己基)-乙酰胺
• 英文名称: dichloro-acetic acid-(2-ethyl-hexylamide)
• 英文别名: Dichlor-essigsaeure-(2-aethyl-hexylamid)；N-(2-Aethyl-hexyl)-dichloracetamid；2,2-Dichloro-n-(2-ethylhexyl)acetamide
• CAS: 20308-52-5
• 化学式: C₁₀H₁₉Cl₂NO
• 分子量: 240.173
• InChiKey: KGRRLXPVVAYGGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  2,2-二氯-N-(2-乙基己基)-乙酰胺 在 二氯乙酸 、 乙酸酐 、 sodium nitrite 作用下， 反应 6.5h， 生成
  参考文献：
  名称：

  Using N-Nitrosodichloroacetamides to Conveniently Convert Linear Primary Amines into Alcohols

  摘要：

  The reported rearrangement of N-nitrosodichloroacetamides provides a practicalmethod for converting primary amines into primary alcohols. The reaction sequence is operationally simple, requires only a single purification, and is compatible with a number of common functional groups. Mechanistic studies of the nitrosylation and rearrangement reactions illustrate the increased utility of dichloroacetamides compared to various other amides for this transformation.

  DOI：

  10.1080/00397911.2015.1061672
• 作为产物：
  描述：

  2-乙基己胺 、 二氯乙酸甲酯 以 乙酸乙酯 为溶剂， 生成 2,2-二氯-N-(2-乙基己基)-乙酰胺
  参考文献：
  名称：

  Using N-Nitrosodichloroacetamides to Conveniently Convert Linear Primary Amines into Alcohols

  摘要：

  The reported rearrangement of N-nitrosodichloroacetamides provides a practicalmethod for converting primary amines into primary alcohols. The reaction sequence is operationally simple, requires only a single purification, and is compatible with a number of common functional groups. Mechanistic studies of the nitrosylation and rearrangement reactions illustrate the increased utility of dichloroacetamides compared to various other amides for this transformation.

  DOI：

  10.1080/00397911.2015.1061672

文献信息

• Organic Fungicides. III. The Preparation of Some α,α-Dichloroacetamides
  作者：Albert D. Swensen、Warren E. Weaver

  DOI：10.1021/ja01192a028

  日期：1948.12
• Using <i>N</i>-Nitrosodichloroacetamides to Conveniently Convert Linear Primary Amines into Alcohols
  作者：Nicholas S. MacArthur、Linshu Wang、Blaine G. McCarthy、Charles E. Jakobsche

  DOI：10.1080/00397911.2015.1061672

  日期：2015.9.2

  The reported rearrangement of N-nitrosodichloroacetamides provides a practicalmethod for converting primary amines into primary alcohols. The reaction sequence is operationally simple, requires only a single purification, and is compatible with a number of common functional groups. Mechanistic studies of the nitrosylation and rearrangement reactions illustrate the increased utility of dichloroacetamides compared to various other amides for this transformation.