6-Chloro-2-methyl-hept-4-yn-3-ol | 172978-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-Chloro-2-methyl-hept-4-yn-3-ol
• 英文别名: 6-Chloro-2-methylhept-4-yn-3-ol
• CAS: 172978-28-8
• 化学式: C₈H₁₃ClO
• 分子量: 160.644
• InChiKey: HXYMXEFPGOSBLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  1
• 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：

  6-Chloro-2-methyl-hept-4-yn-3-ol 在 chromium(VI) oxide 、 硫酸 作用下， 以 水 、 丙酮 为溶剂， 生成 6-Chloro-2-methyl-4-heptyn-3-one
  参考文献：
  名称：

  Propargyl Chlorides as Sources for Cobalt Stabilized .gamma.-Carbonyl Cations

  摘要：

  Hexacarbonyldicobalt complexes of gamma-chloroalkynones and gamma-chloroalkynoates (5) were found to undergo silver-mediated Nicholas condensation reactions with silyl enol ethers or silyl ketene acetals (10) to give 1,6-dicarbonyl complexes 11 in fair to good yields. Substrates 5 with gamma-alkyl substitution formed diastereomeric products with enol silanes 10a and 10b. Reactions with propiophenone trimethylsilyl enol ether (10b) gave good levels of syn diastereoselection, whereas reactions with cyclohexanone trimethylsilyl enol ether (10a) were only slightly diastereoselective, favoring the anti diastereomer. When conducted in acetonitrile, the silver-mediated reaction of 5e gave a radical dimerization product 13, isolated as the syn diastereomer.

  DOI：

  10.1021/jo00128a022
• 作为产物：
  描述：

  3-氯-1-丁炔 、 异丁醛 在 甲基锂 作用下， 以 乙醚 为溶剂， 生成 6-Chloro-2-methyl-hept-4-yn-3-ol
  参考文献：
  名称：

  Propargyl Chlorides as Sources for Cobalt Stabilized .gamma.-Carbonyl Cations

  摘要：

  Hexacarbonyldicobalt complexes of gamma-chloroalkynones and gamma-chloroalkynoates (5) were found to undergo silver-mediated Nicholas condensation reactions with silyl enol ethers or silyl ketene acetals (10) to give 1,6-dicarbonyl complexes 11 in fair to good yields. Substrates 5 with gamma-alkyl substitution formed diastereomeric products with enol silanes 10a and 10b. Reactions with propiophenone trimethylsilyl enol ether (10b) gave good levels of syn diastereoselection, whereas reactions with cyclohexanone trimethylsilyl enol ether (10a) were only slightly diastereoselective, favoring the anti diastereomer. When conducted in acetonitrile, the silver-mediated reaction of 5e gave a radical dimerization product 13, isolated as the syn diastereomer.

  DOI：

  10.1021/jo00128a022