2-methoxy-N-propylacrylamide | 690242-28-5

• 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
• 英文名称: 2-methoxy-N-propylacrylamide
• 英文别名: 2-methoxy-N-propylprop-2-enamide
• CAS: 690242-28-5
• 化学式: C₇H₁₃NO₂
• mdl: MFCD19220593
• 分子量: 143.186
• InChiKey: DBJAKNWPQLDRMQ-UHFFFAOYSA-N

物化性质

• 沸点：
  88-92 °C(Press: 0.5 Torr)
• 密度：
  0.946±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methoxy-N-propylacrylamide 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 以100%的产率得到2-oxo-N-propylpropanamide
  参考文献：
  名称：

  Reactions of heterocumulenes with organometallic reagents: XII. Reaction of metallated vinyl ethers with isocyanates: Ingenious synthesis of pyruvic acid amides

  摘要：

  Acid hydrolysis of 2-alkoxy-N-substituted acrylamides easily obtained by reacting alpha-metallated vinyl ethers with isocyanates proceeded regiospecifically leading to the formation in a high yield of virtually undescribed and difficultly available 2-oxo-N-substituted propanamides.

  DOI：

  10.1134/s1070428007080052
• 作为产物：
  描述：

  异氰酸丙酯 、 乙烯基甲醚 在 正丁基锂 、 potassium tert-butylate 、 lithium bromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以66%的产率得到2-methoxy-N-propylacrylamide
  参考文献：
  名称：

  摘要：

  Metalated alkoxy- and alkylthioethenes readily add to isocyanates, and subsequent hydrolysis or alkylation of the adducts gives N-mono- and N,N-disubstituted 2-alkoxy- and 2-(alkylthio)acrylamides in up to 86% yield. The reactions with propyl and phenyl isocyanates do not stop at the stage of addition of one isocyanate molecule, and further addition leads to formation of linear and cyclic polyamide structures.

  DOI：

  10.1023/a:1026092725563

文献信息

• ——
  作者：N. A. Nedolya、L. Brandsma、N. I. Shlyakhtina、I. A. Ushakov、A. I. Albanov

  DOI：10.1023/a:1026092725563

  日期：——

  Metalated alkoxy- and alkylthioethenes readily add to isocyanates, and subsequent hydrolysis or alkylation of the adducts gives N-mono- and N,N-disubstituted 2-alkoxy- and 2-(alkylthio)acrylamides in up to 86% yield. The reactions with propyl and phenyl isocyanates do not stop at the stage of addition of one isocyanate molecule, and further addition leads to formation of linear and cyclic polyamide structures.
• Reactions of heterocumulenes with organometallic reagents: XII. Reaction of metallated vinyl ethers with isocyanates: Ingenious synthesis of pyruvic acid amides
  作者：N. A. Nedolya、N. I. Shlyakhtina

  DOI：10.1134/s1070428007080052

  日期：2007.8

  Acid hydrolysis of 2-alkoxy-N-substituted acrylamides easily obtained by reacting alpha-metallated vinyl ethers with isocyanates proceeded regiospecifically leading to the formation in a high yield of virtually undescribed and difficultly available 2-oxo-N-substituted propanamides.