(E)-4-hydroxyhept-5-en-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-4-hydroxyhept-5-en-2-one
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: IVCJDRNMHYPEJJ-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  巴豆醛 、 2-[tris(pentafluorophenyl)silyloxy]propene 在 氟化铵 、 溶剂黄146 作用下， 以 二氯甲烷 、 甲醇 、 水 为溶剂， 反应 72.5h， 以88%的产率得到(E)-4-hydroxyhept-5-en-2-one
  参考文献：
  名称：

  Tris(pentafluorophenyl)silyl enol ethers: synthesis and aldol reactions

  摘要：

  Silyl enol ethers bearing three pentafluorophenyl groups at the silicon atom are described. These Compounds undergo uncatalyzed aldol reactions with aliphatic, alpha,beta-unsaturated, and aromatic aldehydes. The observed reactivity is analyzed in terms of the Lewis acidity of the silyl fragment. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.090

文献信息

• A useful synthetic equivalent of an acetone enolate
  作者：Veselin Maslak、Zorana Tokic-Vujosevic、Zorana Ferjancic、Radomir N. Saicic

  DOI：10.1016/j.tetlet.2009.09.113

  日期：2009.12

  2-Methoxymethoxy-3-chloropropene derived organometallics act as synthetic equivalents of an acetone enolate. Indium-promoted reaction of this reagent with aldehydes affords aldol adducts in moderate to excellent yields. When the reaction was performed with zinc, aldol products were isolated in protected form as the corresponding MOM-enol ethers. (C) 2009 Elsevier Ltd. All rights reserved.
• Tris(pentafluorophenyl)silyl enol ethers: synthesis and aldol reactions
  作者：Alexander D Dilman、Pavel A Belyakov、Alexander A Korlyukov、Vladimir A Tartakovsky

  DOI：10.1016/j.tetlet.2004.03.090

  日期：2004.5

  Silyl enol ethers bearing three pentafluorophenyl groups at the silicon atom are described. These Compounds undergo uncatalyzed aldol reactions with aliphatic, alpha,beta-unsaturated, and aromatic aldehydes. The observed reactivity is analyzed in terms of the Lewis acidity of the silyl fragment. (C) 2004 Elsevier Ltd. All rights reserved.