methyl 3-(α-naphthyl)-2-nitropropenoate | 88472-34-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: methyl 3-(α-naphthyl)-2-nitropropenoate
• 英文别名: Methyl 3-(naphthalen-1-yl)-2-nitroprop-2-enoate；methyl 3-naphthalen-1-yl-2-nitroprop-2-enoate
• CAS: 88472-34-8
• 化学式: C₁₄H₁₁NO₄
• 分子量: 257.246
• InChiKey: UTNSYXOAUGSULX-UHFFFAOYSA-N

物化性质

• 沸点：
  424.1±33.0 °C(Predicted)
• 密度：
  1.305±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (三氟甲基)三甲基硅烷 、 methyl 3-(α-naphthyl)-2-nitropropenoate 在 四丁基醋酸铵 、 盐酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以70%的产率得到methyl 4,4,4-trifluoro-3-(naphthalen-1-yl)-2-nitrobutanoate
  参考文献：
  名称：

  Reactions of fluorinated silanes with 2-nitrocinnamates

  摘要：

  The interaction of 2-nitrocinnamates with silicon reagents Me3SiRf (R-f = CF3, C2F5, and C6F5) promoted either by sodium acetate in DMF or by tetrabutylammonium acetate in dichloromethane has been described. The reactions proceed as conjugate addition of fluorinated carbanion at the C = C bond and afford 3-aryl-2-nitrobutanoates bearing a fluorinated substituent in good yields as diastereomeric mixtures in ratio from 1:1 to 1.6:1. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.03.015

文献信息

• The [1 + 4] cycloaddition of isocyanides with 1-aryl-2-nitro-1-propenes. Methyl 2-nitro-3-arylpropenoates and methyl 2-nitro-2,4-pentadienoates. Synthesis of 1-hydroxyindoles and 1-hydroxypyrroles
  作者：Andre Foucaud、Claudia Razorilalana-Rabearivony、Emile Loukakou、Herve Person

  DOI：10.1021/jo00169a004

  日期：1983.10
• Reactions of fluorinated silanes with 2-nitrocinnamates
  作者：Artem A. Zemtsov、Vitalij V. Levin、Alexander D. Dilman、Marina I. Struchkova、Vladimir A. Tartakovsky

  DOI：10.1016/j.jfluchem.2011.03.015

  日期：2011.6

  The interaction of 2-nitrocinnamates with silicon reagents Me3SiRf (R-f = CF3, C2F5, and C6F5) promoted either by sodium acetate in DMF or by tetrabutylammonium acetate in dichloromethane has been described. The reactions proceed as conjugate addition of fluorinated carbanion at the C = C bond and afford 3-aryl-2-nitrobutanoates bearing a fluorinated substituent in good yields as diastereomeric mixtures in ratio from 1:1 to 1.6:1. (C) 2011 Elsevier B.V. All rights reserved.