2-(1-Butynyl)cyclohexanol | 135645-93-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1-Butynyl)cyclohexanol
• 英文别名: 2-But-1-ynylcyclohexan-1-ol
• CAS: 135645-93-1
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: WRDSOUXYJYZGIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  2-(1-Butynyl)cyclohexanol 在 jones reagent 作用下， 以 丙酮 为溶剂， 以58%的产率得到2-(1-butynyl)cyclohexanone
  参考文献：
  名称：

  Synthesis of substituted furans by palladium-catalyzed cyclization of acetylenic ketones

  摘要：

  Palladium-catalyzed cyclization of beta,gamma-acetylenic ketones gives furans by intramolecular oxypalladation and subsequent protodemetalation. 3-Allylfurans were exclusively obtained by trapping the intermediate 3-furyl-palladium species with allyl halides in the presence of 2,2-dimethyloxirane as a proton scavenger.

  DOI：

  10.1021/jo00020a024
• 作为产物：
  描述：

  1-丁炔 、 氧化环己烯 在 正丁基锂 、 三甲基镓 作用下， 生成 2-(1-Butynyl)cyclohexanol
  参考文献：
  名称：

  Synthesis of substituted furans by palladium-catalyzed cyclization of acetylenic ketones

  摘要：

  Palladium-catalyzed cyclization of beta,gamma-acetylenic ketones gives furans by intramolecular oxypalladation and subsequent protodemetalation. 3-Allylfurans were exclusively obtained by trapping the intermediate 3-furyl-palladium species with allyl halides in the presence of 2,2-dimethyloxirane as a proton scavenger.

  DOI：

  10.1021/jo00020a024

文献信息

• Alkynylations of Oxiranes with Lithium Acetylides by the Catalysis of Trimethylgallium
  作者：Yukitoshi Fukuda、Seijiro Matsubara、Claude Lambert、Hiroshi Shiragami、Toshiki Nanko、Kiitiro Utimoto、Hitosi Nozaki

  DOI：10.1246/bcsj.64.1810

  日期：1991.6

  The reaction of 1-lithio-1-alkynes with oxiranes under the catalytic action of trimethylgallium afforded the corresponding β-hydroxy acetylenic compounds in good yields with excellent regioselectivities. No isomerization of oxiranes was observed during the reactions because of low Lewis acidity of trimethylgallium. The mechanism including activation of an oxirane by the coordination to trimethylgallium

  1-锂硫-1-炔烃与环氧乙烷在三甲基镓的催化作用下反应以良好的产率和优异的区域选择性得到相应的β-羟基炔属化合物。由于三甲基镓的低路易斯酸度，在反应过程中没有观察到环氧乙烷的异构化。提出了包括通过与三甲基镓配位活化环氧乙烷的机制。
• Synthesis of substituted furans by palladium-catalyzed cyclization of acetylenic ketones
  作者：Yukitoshi Fukuda、Hiroshi Shiragami、Kiitiro Utimoto、Hitosi Nozaki

  DOI：10.1021/jo00020a024

  日期：1991.9

  Palladium-catalyzed cyclization of beta,gamma-acetylenic ketones gives furans by intramolecular oxypalladation and subsequent protodemetalation. 3-Allylfurans were exclusively obtained by trapping the intermediate 3-furyl-palladium species with allyl halides in the presence of 2,2-dimethyloxirane as a proton scavenger.