n-Heptylacetoacetamide | 51494-47-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: n-Heptylacetoacetamide
• 英文别名: N-n-heptylacetoacetamide；Acetoacetyl-n-heptylamid；N-heptyl-3-oxobutanamide
• CAS: 51494-47-4
• 化学式: C₁₁H₂₁NO₂
• 分子量: 199.293
• InChiKey: PZDFHYCLDRGAIC-UHFFFAOYSA-N

物化性质

• 熔点：
  64-66 °C
• 沸点：
  348.0±25.0 °C(Predicted)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  庚胺 、 n-Heptylacetoacetamide 以 甲苯 为溶剂， 反应 1.5h， 生成 (Z)-3-Heptylamino-but-2-enoic acid heptylamide
  参考文献：
  名称：

  Transacetoacetylation with tert-butyl acetoacetate: synthetic applications

  摘要：

  Reaction of various nucleophiles with tert-butyl acetoacetate (t-BAA, 1a) is shown to be a convenient method for the preparation of a wide variety of acetoacetic acid derivatives. This material can be used to prepare acetoacetates and acetoacetamides from a wide variety of alcohols and amines. Reaction of 1a with an unhindered primary amine such as n-heptylamine under standard conditions gives unwanted byproducts due to the formation of the enamines 24 and 25. Formation of these byproducts can be minimized by dilution and/or altering the mode of addition.

  DOI：

  10.1021/jo00005a013
• 作为产物：
  描述：

  乙酰乙酸叔丁酯 、 庚胺 以 甲苯 为溶剂， 反应 0.42h， 以77%的产率得到n-Heptylacetoacetamide
  参考文献：
  名称：

  Transacetoacetylation with tert-butyl acetoacetate: synthetic applications

  摘要：

  Reaction of various nucleophiles with tert-butyl acetoacetate (t-BAA, 1a) is shown to be a convenient method for the preparation of a wide variety of acetoacetic acid derivatives. This material can be used to prepare acetoacetates and acetoacetamides from a wide variety of alcohols and amines. Reaction of 1a with an unhindered primary amine such as n-heptylamine under standard conditions gives unwanted byproducts due to the formation of the enamines 24 and 25. Formation of these byproducts can be minimized by dilution and/or altering the mode of addition.

  DOI：

  10.1021/jo00005a013

文献信息

• Ru(bpy)₃³⁺Electrochemiluminescence Detection of Aliphatic and Aromatic Amines with Diketene
  作者：Kazuo Uchikura

  DOI：10.1246/cl.2003.98

  日期：2003.1

  A new derivatization method for the detection of aliphatic and aromatic amines, based on electro-chemiluminescence (ECL) with Ru(bpy)32+ is proposed. Sample amines were derivatized to acetoacetylamide-type derivatives using diketene. The derivatives were detected by reversed-phase HPLC with ECL detection using Ru(bpy)32+.

  提出了一种新的衍生化方法，用于基于电化学发光（ECL）与Ru(bpy)32+的脂肪族和芳香族胺的检测。样品中的胺类通过使用二酮酸酯衍生化为乙酰乙酰胺类衍生物。通过反相高效液相色谱（HPLC）结合Ru(bpy)32+的ECL检测对这些衍生物进行检测。
• Acetoacetylation with 2,2,6-trimethyl-4H-1,3-dioxin-4-one: a convenient alternative to diketene
  作者：Robert J. Clemens、John A. Hyatt

  DOI：10.1021/jo00214a006

  日期：1985.7
• WITZEMAN, J. STEWART;NOTTINGHAM, W. DELL, J. ORG. CHEM., 56,(1991) N, C. 1713-1718
  作者：WITZEMAN, J. STEWART、NOTTINGHAM, W. DELL

  DOI：——

  日期：——
• CLEMENS, R. J.;HYATT, J. A., J. ORG. CHEM., 1985, 50, N 14, 2431-2435
  作者：CLEMENS, R. J.、HYATT, J. A.

  DOI：——

  日期：——
• Transacetoacetylation with tert-butyl acetoacetate: synthetic applications
  作者：J. Stewart Witzeman、W. Dell Nottingham

  DOI：10.1021/jo00005a013

  日期：1991.3

  Reaction of various nucleophiles with tert-butyl acetoacetate (t-BAA, 1a) is shown to be a convenient method for the preparation of a wide variety of acetoacetic acid derivatives. This material can be used to prepare acetoacetates and acetoacetamides from a wide variety of alcohols and amines. Reaction of 1a with an unhindered primary amine such as n-heptylamine under standard conditions gives unwanted byproducts due to the formation of the enamines 24 and 25. Formation of these byproducts can be minimized by dilution and/or altering the mode of addition.