2,6-dimethyl-6-hepten-4-yn-3-one | 68017-30-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-dimethyl-6-hepten-4-yn-3-one
• 英文别名: 2,6-dimethylhept-6-en-4-yn-3-one
• CAS: 68017-30-1
• 化学式: C₉H₁₂O
• 分子量: 136.194
• InChiKey: TZVLVGLXMHMVOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 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 、 2,6-dimethyl-6-hepten-4-yn-3-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71%的产率得到3-dimethylmethylene-5-isopropyl-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：

  2,6-dimethyl-6-hepten-4-yn-3-ol 以44%的产率得到
  参考文献：
  名称：

  BADANYAN SH. O.; MINASYAN T. T., AJKAKAN XIMIAKAN AMSAGIR, ARM. XIM. ZH., 1978, 31, HO 6 452-453

  摘要：

  DOI：

文献信息

• Photocycloaddition of Enynones (4-Acylbut-1-en-3-ynes) to Alkenes
  作者：Inga Inhülsen、Paul Margaretha

  DOI：10.1021/ol902827s

  日期：2010.2.19

  The title compounds undergo regio- and diastereoselective [2+2]-cycloaddition at the olefinic C-C bond on irradiation (350 nm) in the presence of either methacrylonitrile or 2,3-dimethylbuta-1,3-diene, affording hitherto unknown 1-cyclobutylalk-1-yn-3-ones or 1-bicyclo[4.2.0]octylalk-1-yn-3-ones, respectively.
• Preparation of δ-Chloro-α-allenyl Ketones by Acylation of 3-Buten-1-ynes
  作者：Christiane Santelli-Rouvier、Sophie Lefrère、Maurice Santelli

  DOI：10.1021/jo9604090

  日期：1996.1.1

  AlC(l)3-mediated acylation of 3-buten-1-yne derivatives with acyl chlorides yields a mixture of 5-chloro-2,3-pentadienones and 3-chloro-2,4-pentadienones. The proportion of allenyl ketones vs conjugated dienic ketones depends on the substitution pattern of the starting enyne, Acylation of 5-acetoxy-3-buten-1-ynes leads to the corresponding allenyl ketones (6-acetoxy-5-chloro-2,3-pentadienones).
• Chemo- and Regioselective Cyclohydrocarbonylation of α-Keto Alkynes Catalyzed by a Zwitterionic Rhodium Complex and Triphenyl Phosphite
  作者：Bernard G. Van den Hoven、Bassam El Ali、Howard Alper

  DOI：10.1021/jo000230w

  日期：2000.6.1

  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.
• BADANYAN SH. O.; MINASYAN T. T., AJKAKAN XIMIAKAN AMSAGIR, ARM. XIM. ZH., 1978, 31, HO 6 452-453
  作者：BADANYAN SH. O.、 MINASYAN T. T.

  DOI：——

  日期：——