草酸单丙酯 | 57726-97-3

• 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
• 中文名称: 草酸单丙酯
• 英文名称: monopropyl oxalate
• 英文别名: Monopropyloxalat；oxalic acid monopropyl ester；Oxalsaeure-monopropylester；2-Oxo-2-propoxyacetic acid
• CAS: 57726-97-3
• 化学式: C₅H₈O₄
• mdl: MFCD00020385
• 分子量: 132.116
• InChiKey: DMXBZAANBCMUMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-bromo-1-(bromomethyl)-2-(4-chlorophenyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile 、 草酸单丙酯 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以58%的产率得到Oxalic acid 1-propyl 2-[[3-bromo-5-(4-chlorophenyl)-4-cyano-2-(trifluoromethyl)-1H-pyrrole-1-yl]methyl] ester
  参考文献：
  名称：

  Synthesis, Crystal Structure, and Insecticidal Activity of Novel N-Alkyloxyoxalyl Derivatives of 2-Arylpyrrole

  摘要：

  Two series of novel N-alkyloxyoxalyl derivatives of 2-arylpyrrole were synthesized, and their structures were characterized by (1)H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities, and their insecticidal activities against oriental armyworm, mosquito, and spider mite are comparable to those of the commercialized Chlorfenapyr.

  DOI：

  10.1021/jf801311h
• 作为产物：
  描述：

  oxalic acid-chloride propyl ester 在 水 作用下， 生成 草酸单丙酯
  参考文献：
  名称：

  Synthesis, Crystal Structure, and Insecticidal Activity of Novel N-Alkyloxyoxalyl Derivatives of 2-Arylpyrrole

  摘要：

  Two series of novel N-alkyloxyoxalyl derivatives of 2-arylpyrrole were synthesized, and their structures were characterized by (1)H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities, and their insecticidal activities against oriental armyworm, mosquito, and spider mite are comparable to those of the commercialized Chlorfenapyr.

  DOI：

  10.1021/jf801311h

文献信息

• Efficient and practical synthesis of monoalkyl oxalates under green conditions
  作者：Tatiana Barsukova、Takeyuki Sato、Haruki Takumi、Satomi Niwayama

  DOI：10.1039/d2ra04419f

  日期：——

  with the use of toxic reagents with mostly low to modest yields. Here we have developed practical synthesis of monoalkyl oxalates in aqueous media by applying the highly efficient selective monohydrolysis reactions of symmetric diesters which we reported previously. The best conditions apply an aqueous NaOH solution with relatively nontoxic THF or acetonitrile as a co-solvent at around 0-5 °C. The procedures

  草酸单烷基酯是最重要的组成部分之一，可用于合成各种重要类别的化合物或应用于各种尖端反应。然而，它们的商业可用性是有限的。由于合成困难，它们的合成方法也受到限制，迄今为止报道的那些是在有机溶剂中进行的，通常使用有毒试剂，产率大多低至适中。在这里，我们通过应用我们之前报道的对称二酯的高效选择性单水解反应，开发了在水性介质中实际合成草酸单烷基酯。最佳条件是在 0-5 °C 左右使用具有相对无毒的 THF 或乙腈作为共溶剂的 NaOH 水溶液。该程序简单且环保，不需要有毒或昂贵的试剂，但以高收率和高纯度产生相应的半酯。这里制备的所有半酯在很长一段时间内都是稳定的。因此，我们的研究有望为草酸单烷基酯的合成提供实用的绿色方法。
• Anschuetz, Chemische Berichte, 1883, vol. 16, p. 2413
  作者：Anschuetz

  DOI：——

  日期：——
• Anschuetz; Schoenfeld, Chemische Berichte, 1886, vol. 19, p. 1442
  作者：Anschuetz、Schoenfeld

  DOI：——

  日期：——
• Anschuetz, Justus Liebigs Annalen der Chemie, 1889, vol. 254, p. 18
  作者：Anschuetz

  DOI：——

  日期：——
• Contzen-Crowet, Bulletin des Societes Chimiques Belges, 1926, vol. 35, p. 188
  作者：Contzen-Crowet

  DOI：——

  日期：——