6-ethyl-2-methyldec-1-en-3-yn-5-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-ethyl-2-methyldec-1-en-3-yn-5-one
• 化学式: C₁₃H₂₀O
• 分子量: 192.301
• InChiKey: UPPSWBDCNSBJBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 6-ethyl-2-methyldec-1-en-3-yn-5-one 在 亚磷酸三苯酯 、 Rh(1+)(1,5-cyclooctadiene)(η6-C6H5B(1-)Ph3) 、 氢气 作用下， 以 二氯甲烷 为溶剂， 70.0 ℃ 、2.13 MPa 条件下， 反应 24.0h， 以76%的产率得到3-dimethylmethylene-5-(3-heptyl)-2-furanone
  参考文献：
  名称：

  Chemo- and Regioselective Cyclohydrocarbonylation of α-Keto Alkynes Catalyzed by a Zwitterionic Rhodium Complex and Triphenyl Phosphite

  摘要：

  alpha-Keto alkynes react with CO and H-2 in the presence of catalytic quantities of the zwitterionic rhodium complex (eta(6)-C6H5BPh3)Rh--(+)(1,5-COD) and triphenyl phosphite affording either the 2-, 2(3H)-, or 2(5H)-furanones in 61-93% yields. The cyclohydrocarbonylation is readily accomplished using substrates containing alkyl, aryl, vinyl, and alkoxy groups at the acetylenic terminal, as well as a variety of primary, secondary, and tertiary alkyl, aryl, and heteroaryl groups connected to the ketone functionality. Structural and electronic properties present in the starting materials mediate the chemo- and regioselectivity of the reaction.

  DOI：

  10.1021/jo000230w
• 作为产物：
  描述：

  2-乙基己酰氯 、 2-甲基-1-丁烯-3-炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 反应 24.0h， 以77%的产率得到6-ethyl-2-methyldec-1-en-3-yn-5-one
  参考文献：
  名称：

  Chemo- and Regioselective Cyclohydrocarbonylation of α-Keto Alkynes Catalyzed by a Zwitterionic Rhodium Complex and Triphenyl Phosphite

  摘要：

  alpha-Keto alkynes react with CO and H-2 in the presence of catalytic quantities of the zwitterionic rhodium complex (eta(6)-C6H5BPh3)Rh--(+)(1,5-COD) and triphenyl phosphite affording either the 2-, 2(3H)-, or 2(5H)-furanones in 61-93% yields. The cyclohydrocarbonylation is readily accomplished using substrates containing alkyl, aryl, vinyl, and alkoxy groups at the acetylenic terminal, as well as a variety of primary, secondary, and tertiary alkyl, aryl, and heteroaryl groups connected to the ketone functionality. Structural and electronic properties present in the starting materials mediate the chemo- and regioselectivity of the reaction.

  DOI：

  10.1021/jo000230w