(Z)-3-Bromopropenamide | 41866-46-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: (Z)-3-Bromopropenamide
• 英文别名: (Z)-3-Bromoacrylamide；3-bromo-acrylic acid amide；3-Brom-acrylsaeure-amid；3-cis-bromo-acrylamide；cis-β-Bromacrylsaeureamid；β-Bromacrylamid；(2Z)-3-bromoprop-2-enamide；(Z)-3-bromoprop-2-enamide
• CAS: 41866-46-0
• 化学式: C₃H₄BrNO
• 分子量: 149.975
• InChiKey: OSXBAMSLLBEUGB-UPHRSURJSA-N

物化性质

• 沸点：
  273.0±32.0 °C(Predicted)
• 密度：
  1.750±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 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：

  (Z)-3-Bromopropenamide 在 phosphorus pentoxide 作用下， 生成 3-bromoacrylonitrile
  参考文献：
  名称：

  Gryszkiewicz-Trochimowski; Schmidt; Gryszkiewicz-Trochimowski, Bulletin de la Societe Chimique de France, 1948, p. 593,596

  摘要：

  DOI：
• 作为产物：
  描述：

  丙炔酰胺 在 溶剂黄146 、 lithium bromide 作用下， 反应 22.0h， 以95%的产率得到(Z)-3-Bromopropenamide
  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

• Stereospecific alkylation of the Schiff base ester of alanine with 2-substituted-(E)- and -(Z)-vinyl bromides. An efficient synthesis of 2-methyl-(E)-3,4-didehydroglutamic acid, a potent substrate-induced irreversible inhibitor of L-glutamate-1-decarboxylase
  作者：Philippe Bey、Jean Paul Vevert

  DOI：10.1021/jo01304a021

  日期：1980.8
• Gryszkiewicz-Trochimowski; Schmidt; Gryszkiewicz-Trochimowski, Bulletin de la Societe Chimique de France, 1948, p. 593,596
  作者：Gryszkiewicz-Trochimowski、Schmidt、Gryszkiewicz-Trochimowski

  DOI：——

  日期：——
• 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.