3-ethyl-4-methyl-pent-1-yn-3-ol | 90112-46-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-ethyl-4-methyl-pent-1-yn-3-ol
• 英文别名: 3-Aethyl-4-methyl-pent-1-in-3-ol；3-Isopropyl-4-methyl-1-pentin-3-ol；3-Ethyl-4-methylpent-1-yn-3-ol
• CAS: 90112-46-2
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: HZMSZAQOTZGGSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-ethyl-4-methyl-pent-1-yn-3-ol 、 苯硫酚 在 palladium diacetate 作用下， 以 硝基甲烷 为溶剂， 反应 0.25h， 生成
  参考文献：
  名称：

  One-Pot Synthesis of Keto Thioethers by Palladium/Gold-Catalyzed Click and Pinacol Reactions

  摘要：

  An atom-efficient synthesis of keto thioethers was devised via tandem gold/palladium catalysis. The reaction proceeds through a regioselective thiol attack at the beta-position of the alcohol, followed by an alkyl, aryl, or benzyl 1,2-shift. Both acyclic and cyclic systems were studied, in the latter case leading to the ring expansion of cyclic substrates.

  DOI：

  10.1021/ol502553p
• 作为产物：
  描述：

  2-甲基-3-戊酮 、 乙炔钠 在 氨 作用下， 生成 3-ethyl-4-methyl-pent-1-yn-3-ol
  参考文献：
  名称：

  A New Class of Hypnotics. Unsaturated Carbinols.¹ Part I

  摘要：

  DOI：

  10.1021/ja01646a048

文献信息

• A New Class of Hypnotics. Unsaturated Carbinols.¹ Part I
  作者：Domenick Papa、Frank J. Villani、Helen F. Ginsberg

  DOI：10.1021/ja01646a048

  日期：1954.9
• One-Pot Synthesis of Keto Thioethers by Palladium/Gold-Catalyzed Click and Pinacol Reactions
  作者：Alban Cadu、Rahul A. Watile、Srijit Biswas、Andreas Orthaber、Per J. R. Sjöberg、Joseph S. M. Samec

  DOI：10.1021/ol502553p

  日期：2014.11.7

  An atom-efficient synthesis of keto thioethers was devised via tandem gold/palladium catalysis. The reaction proceeds through a regioselective thiol attack at the beta-position of the alcohol, followed by an alkyl, aryl, or benzyl 1,2-shift. Both acyclic and cyclic systems were studied, in the latter case leading to the ring expansion of cyclic substrates.