3-hydroxy-1-phenylhex-5-en-4-one | 260964-50-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-hydroxy-1-phenylhex-5-en-4-one
• 英文别名: 4-hydroxy-6-phenyl-1-hexen-3-one；4-Hydroxy-6-phenylhex-1-en-3-one
• CAS: 260964-50-9
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: RDSYQWVVTREXBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-hydroxy-1-phenylhex-5-en-4-one 在 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl 、 对甲苯磺酸 作用下， 生成 2-phenylethyl vinyl 1,2-diketone
  参考文献：
  名称：

  Synthesis of vinyl 1,2-diketones

  摘要：

  A new route is outlined for preparation of vinyl 1,2-diketones via a three-step sequence. First, allylic alcohols are photooxidized by O-2 to hydroperoxides, which are reduced to vinyl 1,2-diols. These vinyl 1,2-diols are oxidized to vinyl 1,2-diketones with oxoammonium salts, which are prepared in situ from organic nitroxyl radicals. The new route is short, avoids the use of protecting groups, and is generally applicable to obtain aliphatic or aromatic vinyl 1,2-diketones. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.03.157
• 作为产物：
  描述：

  (E)-1-phenylhex-4-en-3-ol 在 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl 、 氧气 、 tetraphenylporphyrin 、 对甲苯磺酸 作用下， 以 四氯化碳 为溶剂， 生成 3-hydroxy-1-phenylhex-5-en-4-one
  参考文献：
  名称：

  Synthesis of vinyl 1,2-diketones

  摘要：

  A new route is outlined for preparation of vinyl 1,2-diketones via a three-step sequence. First, allylic alcohols are photooxidized by O-2 to hydroperoxides, which are reduced to vinyl 1,2-diols. These vinyl 1,2-diols are oxidized to vinyl 1,2-diketones with oxoammonium salts, which are prepared in situ from organic nitroxyl radicals. The new route is short, avoids the use of protecting groups, and is generally applicable to obtain aliphatic or aromatic vinyl 1,2-diketones. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.03.157

文献信息

• Reaction of γ,γ-Dialkoxyallylic Zirconium Species with Aldehyde as Protected Acryloyl Anion
  作者：Azusa Sato、Hisanaka Ito、Takeo Taguchi

  DOI：10.1021/jo991107b

  日期：2000.2.1
• Synthesis of vinyl 1,2-diketones
  作者：Lothar W. Habel、Sigrid De Keersmaecker、Joos Wahlen、Pierre A. Jacobs、Dirk E. De Vos

  DOI：10.1016/j.tetlet.2004.03.157

  日期：2004.5

  A new route is outlined for preparation of vinyl 1,2-diketones via a three-step sequence. First, allylic alcohols are photooxidized by O-2 to hydroperoxides, which are reduced to vinyl 1,2-diols. These vinyl 1,2-diols are oxidized to vinyl 1,2-diketones with oxoammonium salts, which are prepared in situ from organic nitroxyl radicals. The new route is short, avoids the use of protecting groups, and is generally applicable to obtain aliphatic or aromatic vinyl 1,2-diketones. (C) 2004 Published by Elsevier Ltd.