2,3-dichloro-1-propyl 2,4-dinitrobenzoate | 1203507-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-dichloro-1-propyl 2,4-dinitrobenzoate
• 英文别名: 2,3-Dichloropropyl 2,4-dinitrobenzoate；2,3-dichloropropyl 2,4-dinitrobenzoate
• CAS: 1203507-40-7
• 化学式: C₁₀H₈Cl₂N₂O₆
• 分子量: 323.089
• InChiKey: RJAMNYDHTBOAQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  甘油 、 2,4-二硝基苯甲酸 在 三甲基氯硅烷 作用下， 反应 0.33h， 生成 2,3-dichloro-1-propyl 2,4-dinitrobenzoate 、 1,3-dichloro-2-propyl 2,4-dinitrobenzoate
  参考文献：
  名称：

  From glycerol to chlorohydrin esters using a solvent-free system. Microwave irradiation versus conventional heating

  摘要：

  Esterification-chlorination of glycerol provides chlorohydrin esters in high yields. A ratio of reagents close to equivalence can be used, so that atom economy of the reaction is optimized. The reaction can be carried out using either classical or microwave heating, and no solvent is required. 2-Chloro-1-(chloromethyl)ethyl esters can be obtained in high regioisomeric relationship when either low or moderate temperature is used. In contrast, microwave irradiation allows the use of higher reaction temperatures that render mixtures of both regioisomers in variable relationships. Kinetic control of the process is proposed for classical heating, and experimental results are analyzed with the aid of ab initio calculated values. Non-thermal phenomena can be used to explain the high efficiency of microwave irradiation at low temperature. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.048

文献信息

• From glycerol to chlorohydrin esters using a solvent-free system. Microwave irradiation versus conventional heating
  作者：Marc Escribà、Jordi Eras、Miquel Duran、Sílvia Simon、Cristina Butchosa、Gemma Villorbina、Mercè Balcells、Ramon Canela

  DOI：10.1016/j.tet.2009.10.048

  日期：2009.12

  Esterification-chlorination of glycerol provides chlorohydrin esters in high yields. A ratio of reagents close to equivalence can be used, so that atom economy of the reaction is optimized. The reaction can be carried out using either classical or microwave heating, and no solvent is required. 2-Chloro-1-(chloromethyl)ethyl esters can be obtained in high regioisomeric relationship when either low or moderate temperature is used. In contrast, microwave irradiation allows the use of higher reaction temperatures that render mixtures of both regioisomers in variable relationships. Kinetic control of the process is proposed for classical heating, and experimental results are analyzed with the aid of ab initio calculated values. Non-thermal phenomena can be used to explain the high efficiency of microwave irradiation at low temperature. (C) 2009 Elsevier Ltd. All rights reserved.