N-ethenyl-N-(3-phenylpropyl)acetamide | 1105508-27-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-ethenyl-N-(3-phenylpropyl)acetamide
• 英文别名: N-(3-phenylpropyl)-N-vinylacetamide
• CAS: 1105508-27-7
• 化学式: C₁₃H₁₇NO
• 分子量: 203.284
• InChiKey: QHOMFOQMKMHQQG-UHFFFAOYSA-N

物化性质

• 沸点：
  345.4±21.0 °C(predicted)
• 密度：
  0.995±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-乙烯基乙酰胺 、 1-溴-3-苯基丙烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以98%的产率得到N-ethenyl-N-(3-phenylpropyl)acetamide
  参考文献：
  名称：

  Design and synthesis of N-vinylacetamide derivative with bulky group by nucleophilic substitution reaction

  摘要：

  Cyclohexyl, adamantyl, and triphenylmethyl groups were employed for the nucleophilic substitution reaction with N-vinylacetamide (NVA), in order to investigate the bulky substituents effects on molecular structures in N-vinyl monomers. Although normal alkyl halides were known to produce N-substituted NVA, alkyl halides with secondary and tertiary carbons did not occur nucleophilic substitution reaction. On the contrary, triphenylmethyl group was introduced into beta-position on NVA, accompanied with hydrogen transfer. The refined crystal structure of beta-triphenylmethyl-N-vinylacetamide revealed intermolecular linear hydrogen bonds and aromatic bulky triphenylmethyl group supported the structure. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.11.012

文献信息

• 8-Endo-Selective Aryl Radical Cyclization Leading to 3-Benzazocines
  作者：Hiroyuki Ishibashi、Tsuyoshi Taniguchi、Hisaaki Zaimoku

  DOI：10.3987/com-08-s(f)21

  日期：——

  Bu3SnH-mediated radical cyclization of N-acyl-3-(2-bromophenyl)-N-ethenypropylamines (14) occurred in an endo-selective manner to give the 3-benzazocine derivatives (15) in good yields.
• Design and synthesis of N-vinylacetamide derivative with bulky group by nucleophilic substitution reaction
  作者：Hiroharu Ajiro、Chizuru Hongo、Mitsuru Akashi

  DOI：10.1016/j.molstruc.2009.11.012

  日期：2010.2

  Cyclohexyl, adamantyl, and triphenylmethyl groups were employed for the nucleophilic substitution reaction with N-vinylacetamide (NVA), in order to investigate the bulky substituents effects on molecular structures in N-vinyl monomers. Although normal alkyl halides were known to produce N-substituted NVA, alkyl halides with secondary and tertiary carbons did not occur nucleophilic substitution reaction. On the contrary, triphenylmethyl group was introduced into beta-position on NVA, accompanied with hydrogen transfer. The refined crystal structure of beta-triphenylmethyl-N-vinylacetamide revealed intermolecular linear hydrogen bonds and aromatic bulky triphenylmethyl group supported the structure. (C) 2009 Elsevier B.V. All rights reserved.