dimethyl 2-(3-butynyl)-2-(2-methyl-2-propenyl)malonate | 497172-56-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl 2-(3-butynyl)-2-(2-methyl-2-propenyl)malonate
• 英文别名: Dimethyl 2-but-3-ynyl-2-(2-methylprop-2-enyl)propanedioate；dimethyl 2-but-3-ynyl-2-(2-methylprop-2-enyl)propanedioate
• CAS: 497172-56-2
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: RFJGSYDIGNXJSG-UHFFFAOYSA-N

物化性质

• 熔点：
  41 °C
• 沸点：
  300.3±42.0 °C(Predicted)
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(3-butynyl)-2-(2-methyl-2-propenyl)malonate 、 alkaline earth salt of/the/ methylsulfuric acid 以 甲苯 为溶剂， 以18%的产率得到6,6-dimethoxycarbonyl-7a-methyl-1,4,5,6,7,7a-hexahydroinden-2-one
  参考文献：
  名称：

  各种 2-Aryl-1,6-Enynes 的分子内 Pauson-Khand 反应：合成带有季碳中心的双环化合物

  摘要：

  各种 2-芳基-1-庚烯-6-炔及其氮杂衍生物（无环外亚甲基化合物）的分子内 Pauson-Khand 反应有效地产生了 1-芳基-双环 [3.3.0] 辛烯酮和带有季碳中心的氮杂辛烯酮良好的收益。还研究了 1,7-烯炔的反应。

  DOI：

  10.1246/cl.2002.1040
• 作为产物：
  描述：

  3-碘-2-甲基丙-1-烯 、 dimethyl 2-(but-3-ynyl)malonate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85.4%的产率得到dimethyl 2-(3-butynyl)-2-(2-methyl-2-propenyl)malonate
  参考文献：
  名称：

  Investigation of Intramolecular Pauson-Khand Reaction of 2-Aryl-1,6- and 1-Methyl-1,7-enynes (exo-Olefins) and 1-Phenyl-1-octen-7-yne (endo-Olefin)

  摘要：

  The intramolecular Pauson-Khand reaction of various 2-aryl-1-hepten-6-ynes and its aza-derivatives (exo-olefins) efficiently produced arylbicyclo[3.3.0]octenones and azaoctenone bearing quaternary carbon centers at angular positions in good yields. Although a similar reaction of 2-phenyl-1-octen-7-yne (exo-olefin), which is a homologue of 2-phenyl-1-hepten-6-yne, did not take place, the reaction of the methyl derivatives smoothly proceeded. However, the reaction of regioisomeric 1-phenyl-1-octen-7-yne (endo-olefin) afforded the desired product in moderate yields.

  DOI：

  10.3987/com-03-9993

文献信息

• Intramolecular Pauson-Khand Reaction of Various 2-Aryl-1,6-Enynes: Synthesis of Bicyclic Compounds Bearing Quaternary Carbon Center
  作者：Miyuki Ishizaki、Hiroshi Satoh、Osamu Hoshino

  DOI：10.1246/cl.2002.1040

  日期：2002.10

  Intramolecular Pauson-Khand reaction of various 2-aryl-1-hepten-6-ynes and its aza-derivative (acyclic exo-methylene compounds) efficiently produced 1-aryl-bicyclo[3.3.0] octenones and azaoctenone bearing quaternary carbon center in good yields. The reaction of 1,7-enynes was also investigated.

  各种 2-芳基-1-庚烯-6-炔及其氮杂衍生物（无环外亚甲基化合物）的分子内 Pauson-Khand 反应有效地产生了 1-芳基-双环 [3.3.0] 辛烯酮和带有季碳中心的氮杂辛烯酮良好的收益。还研究了 1,7-烯炔的反应。
• Investigation of Intramolecular Pauson-Khand Reaction of 2-Aryl-1,6- and 1-Methyl-1,7-enynes (exo-Olefins) and 1-Phenyl-1-octen-7-yne (endo-Olefin)
  作者：Miyuki Ishizaki、Hiroshi Satoh、Osamu Hoshino、Kiyoshi Nishitani、Hiroshi Hara

  DOI：10.3987/com-03-9993

  日期：——

  The intramolecular Pauson-Khand reaction of various 2-aryl-1-hepten-6-ynes and its aza-derivatives (exo-olefins) efficiently produced arylbicyclo[3.3.0]octenones and azaoctenone bearing quaternary carbon centers at angular positions in good yields. Although a similar reaction of 2-phenyl-1-octen-7-yne (exo-olefin), which is a homologue of 2-phenyl-1-hepten-6-yne, did not take place, the reaction of the methyl derivatives smoothly proceeded. However, the reaction of regioisomeric 1-phenyl-1-octen-7-yne (endo-olefin) afforded the desired product in moderate yields.