ethyl 2-methylene-1-methyldodec-3-en-1-yl carbonate | 1191950-37-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: ethyl 2-methylene-1-methyldodec-3-en-1-yl carbonate
• 英文别名: ethyl [(E)-3-methylidenetridec-4-en-2-yl] carbonate
• CAS: 1191950-37-4
• 化学式: C₁₇H₃₀O₃
• 分子量: 282.423
• InChiKey: YUDGRAMITRFZIX-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  正癸烯 、 but-3-yn-2-yl ethyl carbonate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 碳酸二甲酯 为溶剂， 反应 2.0h， 生成 ethyl 2-methylene-1-methyldodec-3-en-1-yl carbonate 、 ethyl 2-methylene-1-methyldodec-3-en-1-yl carbonate
  参考文献：
  名称：

  涉及Enyne跨置换的不饱和脂肪酯的首次转化

  摘要：

  Abstractmagnified imageThe ruthenium‐catalysed enyne cross‐metathesis of several alkyne derivatives with terminal olefins was performed. These reactions were efficiently achieved under mild conditions in dimethyl carbonate, an eco‐friendly solvent. A unique one‐pot reaction based on an ethenolysis step followed by an enyne cross‐metathesis allowed the efficient transformation of renewable unsaturated fatty esters into valuable conjugated 1,3‐dienes of interest for further transformations.

  DOI：

  10.1002/adsc.200800726

文献信息

• Improving Sustainability in Ene-Yne Cross-Metathesis for Transformation of Unsaturated Fatty Esters
  作者：Virginie Le Ravalec、Antoine Dupé、Cédric Fischmeister、Christian Bruneau

  DOI：10.1002/cssc.201000212

  日期：2010.11.22

  ene–yne cross‐metathesis is performed with stoichiometric proportions of terminal olefins and alkynes. This is made possible by the continuous addition of the alkyne to the reaction mixture. The protocol allows the ene–yne cross‐metathesis reaction to be carried out with long‐chain terminal olefins and in a one‐pot fashion with internal olefins after shortening by ethenolysis. The efficient conversion

  钌催化的烯-炔交叉复分解是按化学计量比例的末端烯烃和炔烃进行的。通过将炔烃连续添加到反应混合物中，这是可能的。该方案允许通过长链末端烯烃进行烯-炔交叉复分解反应，并通过乙烯分解缩短与内部烯烃的一锅法。使用这种技术，在温和的条件下，在碳酸二甲酯中，将生物资源中的可再生不饱和脂肪酸酯有效地转化为有价值的共轭1,3-二烯，以进行进一步转化。一种环保溶剂。
• First Transformation of Unsaturated Fatty Esters Involving Enyne Cross-Metathesis
  作者：Virginie Le Ravalec、Cédric Fischmeister、Christian Bruneau

  DOI：10.1002/adsc.200800726

  日期：2009.5

  Abstractmagnified imageThe ruthenium‐catalysed enyne cross‐metathesis of several alkyne derivatives with terminal olefins was performed. These reactions were efficiently achieved under mild conditions in dimethyl carbonate, an eco‐friendly solvent. A unique one‐pot reaction based on an ethenolysis step followed by an enyne cross‐metathesis allowed the efficient transformation of renewable unsaturated fatty esters into valuable conjugated 1,3‐dienes of interest for further transformations.