5-hydroxy-2,4,4-trimethyl-3-decanone | 460355-57-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-hydroxy-2,4,4-trimethyl-3-decanone
• 英文别名: Agn-PC-00joqx；5-hydroxy-2,4,4-trimethyldecan-3-one
• CAS: 460355-57-1
• 化学式: C₁₃H₂₆O₂
• 分子量: 214.348
• InChiKey: VRCQBDWHOBEFDM-UHFFFAOYSA-N

物化性质

• 沸点：
  299.8±13.0 °C(Predicted)
• 密度：
  0.898±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  正己醛 、 2,4-二甲基-3-戊酮 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.67h， 以70%的产率得到5-hydroxy-2,4,4-trimethyl-3-decanone
  参考文献：
  名称：

  New Oxidation of β-Hydroxy α-Methyl Ketones:  A Convenient Synthesis of 3-Methylalkane-2,4-diones

  摘要：

  The synthesis of 3-methylalkane-2,4-diones, which are intense strawlike and fruit-flavored compounds, has been performed by the aldol condensation of n-alkanal (C2-C7) and methyl ethyl ketone to give 4-hydroxy-3-methyl-2-alkanones in 31-72% yield, followed by oxidation using sodium hypochlorite in the presence of 4-benzoyloxy-2,2,6,6-tetramethyl-piperidine-N-oxide in 60-86% yield.

  DOI：

  10.1021/op020029i

文献信息

• New Oxidation of β-Hydroxy α-Methyl Ketones:  A Convenient Synthesis of 3-Methylalkane-2,4-diones
  作者：Yoshifumi Yuasa、Yasushi Kato

  DOI：10.1021/op020029i

  日期：2002.9.1

  The synthesis of 3-methylalkane-2,4-diones, which are intense strawlike and fruit-flavored compounds, has been performed by the aldol condensation of n-alkanal (C2-C7) and methyl ethyl ketone to give 4-hydroxy-3-methyl-2-alkanones in 31-72% yield, followed by oxidation using sodium hypochlorite in the presence of 4-benzoyloxy-2,2,6,6-tetramethyl-piperidine-N-oxide in 60-86% yield.