2-bromo-3-ethoxy-2-propenal | 59518-66-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-3-ethoxy-2-propenal
• 英文别名: 2-bromo-3-ethoxy-propenal；2-Bromo-3-ethoxyprop-2-enal
• CAS: 59518-66-0
• 化学式: C₅H₇BrO₂
• 分子量: 179.013
• InChiKey: KMHPOUHKUZFMGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  230.3±35.0 °C(Predicted)
• 密度：
  1.475±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromo-3-ethoxy-2-propenal 、 methyl 4-[[N-(1-iminopentyl)amino]methyl]benzoate 生成 4-[(2-丁基-5-甲酰基-1H-咪唑-1-基)甲基]苯甲酸甲酯
  参考文献：
  名称：

  A New Regioselective Synthesis of 1,2,5-Trisubstituted 1H-Imidazoles and Its Application to the Development of Eprosartan

  摘要：

  A new method is presented for the preparation of 1,2-disubstitued-1H-imidazole-5-carboxaldehydes by the reaction of N-monosubstituted amidines with 2-halo-3-alkoxy-2-propenals. The reaction is highly regioselective with ratios of 1,2,5:1,2,4-imidazolecarboxaldehydes ranging from 85:15 to 100: 0. This methodology could be extended with similar results to the synthesis of imidazole-g-nitriles by the reaction of 2-bromo-3-methoxy-2-propenenitrile with N-monosubstituted amidines.

  DOI：

  10.1021/jo971304f
• 作为产物：
  描述：

  乙醇 、 2-溴-3-羟基丙烯醛 在 acid 作用下， 生成 2-bromo-3-ethoxy-2-propenal
  参考文献：
  名称：

  A New Regioselective Synthesis of 1,2,5-Trisubstituted 1H-Imidazoles and Its Application to the Development of Eprosartan

  摘要：

  A new method is presented for the preparation of 1,2-disubstitued-1H-imidazole-5-carboxaldehydes by the reaction of N-monosubstituted amidines with 2-halo-3-alkoxy-2-propenals. The reaction is highly regioselective with ratios of 1,2,5:1,2,4-imidazolecarboxaldehydes ranging from 85:15 to 100: 0. This methodology could be extended with similar results to the synthesis of imidazole-g-nitriles by the reaction of 2-bromo-3-methoxy-2-propenenitrile with N-monosubstituted amidines.

  DOI：

  10.1021/jo971304f

文献信息

• Kuznetsov,N.V.; Krasavtsev,I.I., Soviet progress in chemistry, 1976, vol. 42, # 4, p. 66 - 69
  作者：Kuznetsov,N.V.、Krasavtsev,I.I.

  DOI：——

  日期：——