(Z)-3-Chloropropenamide | 78708-26-6

• 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: (Z)-3-Chloropropenamide
• 英文别名: cis-3-chloroacrylamide；cis-β-Chlor-acrylamid；2-Chlor-acrylsaeure-amid；cis-3-Chlor-acrylamid；(Z)-3-chloroprop-2-enamide
• CAS: 78708-26-6
• 化学式: C₃H₄ClNO
• 分子量: 105.524
• InChiKey: GDVYZGMAXSNLGM-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  sodium dicarbonyl(cyclopentadienyl)ferrate 、 (Z)-3-Chloropropenamide 以 四氢呋喃 为溶剂， 以64%的产率得到trans-(η5-C5H5)Fe(CO)2CHCHCONH2
  参考文献：
  名称：

  η-C5H5(CO)LFe-substituted imidates of acrylic acid. Synthesis and structure

  摘要：

  DOI：

  10.1016/s0022-328x(00)85529-1
• 作为产物：
  描述：

  丙炔酰胺 在 溶剂黄146 、 lithium chloride 作用下， 反应 22.0h， 以98%的产率得到(Z)-3-Chloropropenamide
  参考文献：
  名称：

  A novel regio- and stereospecific hydrohalogenation reaction of 2-propynoic acid and its derivatives

  摘要：

  2-Propynoic acid and its derivatives are hydrohalogenated regio- and stereospecifically by reaction with lithium halides in acetic acid, or preferably with 1 equiv of acetic acid in refluxing CH3CN, to afford the thermodynamically unfavorable (Z)-3-halopropenoic acids and their derivatives as sole products. A rationale for the regio- and stereospecificity is briefly discussed.

  DOI：

  10.1021/jo00028a055

文献信息

• The Synthesis and Reactions of β-Chloroacrylonitrile
  作者：F. Scotti、E. J. Frazza

  DOI：10.1021/jo01030a033

  日期：1964.7
• A novel regio- and stereospecific hydrohalogenation reaction of 2-propynoic acid and its derivatives
  作者：Shengming Ma、Xiyan Lu、Zhigang Li

  DOI：10.1021/jo00028a055

  日期：1992.1

  2-Propynoic acid and its derivatives are hydrohalogenated regio- and stereospecifically by reaction with lithium halides in acetic acid, or preferably with 1 equiv of acetic acid in refluxing CH3CN, to afford the thermodynamically unfavorable (Z)-3-halopropenoic acids and their derivatives as sole products. A rationale for the regio- and stereospecificity is briefly discussed.
• η-C5H5(CO)LFe-substituted imidates of acrylic acid. Synthesis and structure
  作者：L.V. Rybin、E.A. Petrovskaya、A.S. Batsanov、Yu.T. Struchkov、M.I. Rybinskaya

  DOI：10.1016/s0022-328x(00)85529-1

  日期：1981.5