methyl 3-bromo-3-nitro-2-(p-toluidino)acrylate | 1299471-44-5

• 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: methyl 3-bromo-3-nitro-2-(p-toluidino)acrylate
• CAS: 1299471-44-5
• 化学式: C₁₁H₁₁BrN₂O₄
• 分子量: 315.123
• InChiKey: AXKCGGIQVULBHM-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  81.47
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  methyl 2,3-dibromo-3-nitroacrylate 、 乙烷,三氯氟- 以 苯 为溶剂， 反应 0.33h， 以54%的产率得到methyl 3-bromo-3-nitro-2-(p-toluidino)acrylate
  参考文献：
  名称：

  Synthesis and structure of alkyl-α-arylamino-β-bromo-β-nitroacrylates, new functionalized β-nitroenamines

  摘要：

  New bromonitroenamine compounds, alkyl-2-arylamino-3-bromo-3-nitroacrylates, were synthesized and characterized using IR, UV, H-1 and C-13 NMR spectroscopy, and X-ray analysis. Their molecules were found to have the E-configuration and to exist as highly conjugated structures. According to the X-ray analysis, in the ethyl-3-bromo-2-(p-bromophenylamino)-3-nitroacrylate molecule the bromonitroenamine moiety is almost planar, the ester group is located completely out of the C=C double bond plane, amino hydrogen and nitro oxygen atoms form an intramolecular hydrogen bond.

  DOI：

  10.1134/s1070363211020162