(Z)-6-chloro-2-methylhex-5-en-3-yn-2-ol | 940000-97-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-6-chloro-2-methylhex-5-en-3-yn-2-ol
• 英文别名: 6-Chloro-2-methyl-hex-5-en-3-yn-2-ol
• CAS: 940000-97-5
• 化学式: C₇H₉ClO
• 分子量: 144.601
• InChiKey: XVPAFYVYSCNZMW-XQRVVYSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  (Z)-6-chloro-2-methylhex-5-en-3-yn-2-ol 、 异丙基氯化镁 在 iron(III)-acetylacetonate N-甲基吡咯烷酮 作用下， 以 四氢呋喃 为溶剂， 以55%的产率得到(Z)-2,7-dimethyloct-5-en-3-yn-2-ol
  参考文献：
  名称：

  Regiocontrol of the Palladium-Catalyzed Tin Hydride Addition to Z-Enynols:  Remarkable Z-Directing Effects

  摘要：

  [GRAPHICS]Palladium-catalyzed hydrostannation of substituted Z- and E-enynols is discussed and compared. The regioselectivity of the H-Sn bond addition was found to be controlled by the geometry of the double bond ( Z- or syn-directing effect) rather than the nature of its substituents. Exclusively alpha-vinyl stannanes were obtained from Z-enynols having various substituents on the double bond regardless of their electronic, steric, or chelating natures.

  DOI：

  10.1021/jo0701435
• 作为产物：
  描述：

  顺-1,2-二氯乙烯 、 2-甲基-3-丁炔-2-醇 在 四(三苯基膦)钯 copper(l) iodide 、 正丁胺 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以51%的产率得到(Z)-6-chloro-2-methylhex-5-en-3-yn-2-ol
  参考文献：
  名称：

  Regiocontrol of the Palladium-Catalyzed Tin Hydride Addition to Z-Enynols:  Remarkable Z-Directing Effects

  摘要：

  [GRAPHICS]Palladium-catalyzed hydrostannation of substituted Z- and E-enynols is discussed and compared. The regioselectivity of the H-Sn bond addition was found to be controlled by the geometry of the double bond ( Z- or syn-directing effect) rather than the nature of its substituents. Exclusively alpha-vinyl stannanes were obtained from Z-enynols having various substituents on the double bond regardless of their electronic, steric, or chelating natures.

  DOI：

  10.1021/jo0701435