2-nitrochlorogenic acid | 347163-34-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-nitrochlorogenic acid
• 英文别名: (1S,3R,4R,5R)-3-[3-(4,5-dihydroxy-2-nitrophenyl)prop-2-enoyloxy]-1,4,5-trihydroxycyclohexane-1-carboxylic acid
• CAS: 347163-34-2
• 化学式: C₁₆H₁₇NO₁₁
• 分子量: 399.311
• InChiKey: JDPRJFIGTLIAAF-NCZKRNLISA-N

物化性质

• 沸点：
  743.7±60.0 °C(Predicted)
• 密度：
  1.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  211
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-nitrochlorogenic acid 在 氯化亚砜 作用下， 生成 methyl (E)-3-(4,5-dihydroxy-2-nitrophenyl)propenoate
  参考文献：
  名称：

  Reaction of caffeic acid derivatives with acidic nitrite

  摘要：

  Caffeic derivatives were reacted with acidic nitrite at controlled pH in order to mimic the gastric juice conditions. At pH 2, whereas caffeic acid reacts exclusively on the side chain, its esters are readily nitrated. Under more acidic conditions (pH 1), caffeic acid methyl ester undergoes a dimerisation into a norlignan derivative. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00441-5
• 作为产物：
  描述：

  绿原酸 在 Nitrite 作用下， 以11%的产率得到2-nitrochlorogenic acid
  参考文献：
  名称：

  Reaction of caffeic acid derivatives with acidic nitrite

  摘要：

  Caffeic derivatives were reacted with acidic nitrite at controlled pH in order to mimic the gastric juice conditions. At pH 2, whereas caffeic acid reacts exclusively on the side chain, its esters are readily nitrated. Under more acidic conditions (pH 1), caffeic acid methyl ester undergoes a dimerisation into a norlignan derivative. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)00441-5