1-propylclopropenecarboxylic-3 acid cyanomethyl ester

• 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: 1-propylclopropenecarboxylic-3 acid cyanomethyl ester
• 英文别名: cyanomethyl 2-propylcycloprop-2-ene-1-carboxylate
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: LCINPZYGMHJATM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  50.09
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1-戊炔 、 diazoacetic acid cyanomethyl ester 在 dirhodium tetraacetate 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到1-propylclopropenecarboxylic-3 acid cyanomethyl ester
  参考文献：
  名称：

  Synthesis and carbene decomposition of functionally substituted diazoacetic acid esters. 8. Cyanomethyl diazoacetate

  摘要：

  Diazoacetic acid cyanomethyl ester (1) was synthesized, and its chemical conversions were investigated. Catalytic denitration of compound 1 with Rh2-(OAc)4 in CH2Cl2 at 25-degrees-C in the presence of alkenes, dienes-1,3, and alkynes-1 afforded the corresponding cyclopropane- and cyclopropenecarboxylic-3 acid esters in yields of 80-85% and was almost independent of the type of unsaturated acceptor. Competitive interaction methods showed that compound 1 has a high reactivity toward terminal alkenes and alkynes, which is comparable to that of methyl and propargyl diazoacetates.

  DOI：

  10.1007/bf00869513