Octanoic acid, 5-hydroxy-5-methyl-4-oxo-, methyl ester | 827574-89-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: Octanoic acid, 5-hydroxy-5-methyl-4-oxo-, methyl ester
• 英文别名: methyl 5-hydroxy-5-methyl-4-oxooctanoate
• CAS: 827574-89-0
• 化学式: C₁₀H₁₈O₄
• 分子量: 202.251
• InChiKey: AVWJQCGEYCDUQD-UHFFFAOYSA-N

物化性质

• 沸点：
  296.7±15.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Octanoic acid, 5-hydroxy-5-methyl-4-oxo-, methyl ester 、 甲醇 在 oxone 作用下， 反应 18.0h， 以54%的产率得到丁二酸二甲酯
  参考文献：
  名称：

  Direct Oxidative Cleavage of α- and β-Dicarbonyls and α-Hydroxyketones to Diesters with KHSO₅

  摘要：

  Presented is a methodology to oxidatively cleave alpha-hydroxyketones and alpha- or beta-diones using the environmentally benign reagent KHSO5, prepared easily from Oxone, to diesters in one simple transformation. In addition, we undertook a mechanistic study to provide a plausible mechanistic interpretation. These reactions may prove to be valuable alternatives to other related metal-mediated processes.

  DOI：

  10.1021/jo048665x
• 作为产物：
  描述：

  甲醇 、 2-methyl-2-propylcyclopentane-1,3-dione 在 oxone 作用下， 反应 18.0h， 以65%的产率得到Octanoic acid, 5-hydroxy-5-methyl-4-oxo-, methyl ester
  参考文献：
  名称：

  Direct Oxidative Cleavage of α- and β-Dicarbonyls and α-Hydroxyketones to Diesters with KHSO₅

  摘要：

  Presented is a methodology to oxidatively cleave alpha-hydroxyketones and alpha- or beta-diones using the environmentally benign reagent KHSO5, prepared easily from Oxone, to diesters in one simple transformation. In addition, we undertook a mechanistic study to provide a plausible mechanistic interpretation. These reactions may prove to be valuable alternatives to other related metal-mediated processes.

  DOI：

  10.1021/jo048665x

文献信息

• Direct Oxidative Cleavage of α- and β-Dicarbonyls and α-Hydroxyketones to Diesters with KHSO₅
  作者：Jun Yan、Benjamin R. Travis、Babak Borhan

  DOI：10.1021/jo048665x

  日期：2004.12.1

  Presented is a methodology to oxidatively cleave alpha-hydroxyketones and alpha- or beta-diones using the environmentally benign reagent KHSO5, prepared easily from Oxone, to diesters in one simple transformation. In addition, we undertook a mechanistic study to provide a plausible mechanistic interpretation. These reactions may prove to be valuable alternatives to other related metal-mediated processes.