(1R,4R,5R,6S,6aR,7R,9R,9aS)-1,5,6a,7-四羟基-5,9-二甲基六氢螺[4,9a-亚甲基环戊二烯并[d]噁辛英并-6,3'-噁丁环]-2,2'(1H)-二酮 | 98558-15-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (1R,4R,5R,6S,6aR,7R,9R,9aS)-1,5,6a,7-四羟基-5,9-二甲基六氢螺[4,9a-亚甲基环戊二烯并[d]噁辛英并-6,3'-噁丁环]-2,2'(1H)-二酮
• 英文名称: 3-acetyl-3-methyl-1-pentyne
• 英文别名: 3-ethyl-3-methyl-pent-4-yn-2-one；3-Ethyl-3-methylpent-4-yn-2-one；3-ethyl-3-methylpent-4-yn-2-one
• CAS: 98558-15-7
• 化学式: C₈H₁₂O
• 分子量: 124.183
• InChiKey: DRMWLQGVQRTZRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  3
• 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：

  (1R,4R,5R,6S,6aR,7R,9R,9aS)-1,5,6a,7-四羟基-5,9-二甲基六氢螺[4,9a-亚甲基环戊二烯并[d]噁辛英并-6,3'-噁丁环]-2,2'(1H)-二酮 在 copper-palladium 、 silica gel 氢气 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 以95%的产率得到3-Ethyl-3-methylpent-4-en-2-one
  参考文献：
  名称：

  Selective Liquid-Phase Semihydrogenation of Functionalized Acetylenes and Propargylic Alcohols with Silica-Supported Bimetallic Palladium−Copper Catalysts

  摘要：

  Silica-supported, bimetallic palladium-copper catalysts were prepared in solution under mild conditions by reacting lithium di(4-tolyl)cuprate with palladium acetate in the presence of silica particles. Small bimetallic palladium-copper particles were deposited on the silica surface as confirmed with TEM-EDAX and EXAFS. The new material has been applied as catalyst in the liquid-phase semihydrogenation of mono- and disubstituted alkynes and showed high selectivity toward the cis-alkenes. The influence of addition of quinoline or potassium hydroxide to the semihydrogenation reaction mixture and the effects of exposure of the catalyst to air before use have been investigated.

  DOI：

  10.1021/jo001246p
• 作为产物：
  描述：

  3-羟基-3-甲基-2-戊酮 在 盐酸 、 氨 作用下， 生成 (1R,4R,5R,6S,6aR,7R,9R,9aS)-1,5,6a,7-四羟基-5,9-二甲基六氢螺[4,9a-亚甲基环戊二烯并[d]噁辛英并-6,3'-噁丁环]-2,2'(1H)-二酮
  参考文献：
  名称：

  Favorskaya,T.A. et al., Journal of general chemistry of the USSR, 1965, vol. 35, p. 595 - 598

  摘要：

  DOI：

文献信息

• Favorskaya,T.A. et al., Journal of general chemistry of the USSR, 1965, vol. 35, p. 595 - 598
  作者：Favorskaya,T.A. et al.

  DOI：——

  日期：——
• Selective Liquid-Phase Semihydrogenation of Functionalized Acetylenes and Propargylic Alcohols with Silica-Supported Bimetallic Palladium−Copper Catalysts
  作者：Marieke P. R. Spee、Jaap Boersma、Michel D. Meijer、Martijn Q. Slagt、Gerard van Koten、John W. Geus

  DOI：10.1021/jo001246p

  日期：2001.3.1

  Silica-supported, bimetallic palladium-copper catalysts were prepared in solution under mild conditions by reacting lithium di(4-tolyl)cuprate with palladium acetate in the presence of silica particles. Small bimetallic palladium-copper particles were deposited on the silica surface as confirmed with TEM-EDAX and EXAFS. The new material has been applied as catalyst in the liquid-phase semihydrogenation of mono- and disubstituted alkynes and showed high selectivity toward the cis-alkenes. The influence of addition of quinoline or potassium hydroxide to the semihydrogenation reaction mixture and the effects of exposure of the catalyst to air before use have been investigated.