tert-butyl 2,3-dipropylcycloprop-2-ene-1-carboxylate

• 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
• 英文名称: tert-butyl 2,3-dipropylcycloprop-2-ene-1-carboxylate
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: SXHAHGVHDHORFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  tert-butyl 2,3-dipropylcycloprop-2-ene-1-carboxylate 在 potassium permanganate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 35.0h， 生成 5-tert-butyl 3-methyl 4,6-dipropylpyridazine-3,5-dicarboxylate
  参考文献：
  名称：

  Prototropic isomerization of dihydropyridazinecarboxylic and dihydropyridazinedicarboxylic acid esters

  摘要：

  3,5-Disubstituted 1,4-dihydropyridazine-4-carboxylic and 4,6-disubstituted 2,5-dihydropyridazine-3,5-dicarboxylic acid esters undergo isomerization into 2,5-dihydropyridazine-4-carboxylate and 1,4-dihydropyridazine-3,5-dicarboxylate derivatives, respectively, by the action of a catalytic amount of a mineral acid or strong base at 20 degrees C. The transformation may be regarded as prototropic rearrangement, and it includes two consecutive 1,2-hydride shifts. The direction of the isomerization is determined by higher thermodynamic stability of the isomer containing a beta-aminoacrylate fragment.

  DOI：

  10.1134/s1070428012030177
• 作为产物：
  描述：

  methyl 2,3-di-n-propyl-2-cyclopropene-1-carboxylate 、 potassium tert-butylate 以 乙醚 为溶剂， 以79%的产率得到tert-butyl 2,3-dipropylcycloprop-2-ene-1-carboxylate
  参考文献：
  名称：

  一种温和高效的叔丁基酯制备方法

  摘要：

  脂肪族和芳香族甲基酯在二乙醚中与叔丁醇钾在室温下进行高效的转酯化反应。

  DOI：

  10.1055/s-2001-13356

文献信息

• Mild and Efficient Method for Preparation of <i>tert</i>-Butyl Esters
  作者：V. A. Vasin、V. V. Razin

  DOI：10.1055/s-2001-13356

  日期：——

  Aliphatic and aromatic methyl esters undergo efficient transesterification at ambient temperature with potassium tert-butoxide in diethyl ether.

  脂肪族和芳香族甲基酯在二乙醚中与叔丁醇钾在室温下进行高效的转酯化反应。
• Prototropic isomerization of dihydropyridazinecarboxylic and dihydropyridazinedicarboxylic acid esters
  作者：V. V. Razin、M. E. Yakovlev、V. A. Vasin

  DOI：10.1134/s1070428012030177

  日期：2012.3

  3,5-Disubstituted 1,4-dihydropyridazine-4-carboxylic and 4,6-disubstituted 2,5-dihydropyridazine-3,5-dicarboxylic acid esters undergo isomerization into 2,5-dihydropyridazine-4-carboxylate and 1,4-dihydropyridazine-3,5-dicarboxylate derivatives, respectively, by the action of a catalytic amount of a mineral acid or strong base at 20 degrees C. The transformation may be regarded as prototropic rearrangement, and it includes two consecutive 1,2-hydride shifts. The direction of the isomerization is determined by higher thermodynamic stability of the isomer containing a beta-aminoacrylate fragment.