6-Hydroperoxy-6-methoxy-2-heptanone | 156644-17-6

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氢过氧化物
• 英文名称: 6-Hydroperoxy-6-methoxy-2-heptanone
• 英文别名: 6-Hydroperoxy-6-methoxyheptan-2-one
• CAS: 156644-17-6
• 化学式: C₈H₁₆O₄
• 分子量: 176.213
• InChiKey: VEYDPLVYVDNLPI-UHFFFAOYSA-N

物化性质

• 沸点：
  311.1±37.0 °C(Predicted)
• 密度：
  1.048±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-Hydroperoxy-6-methoxy-2-heptanone 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以94%的产率得到2,6-庚二酮
  参考文献：
  名称：

  Exceptionally Stable Ozonides. Influence of Methyl Substituents on the Course of Cyclopentene Ozonolyses and on the Reactivities of Ozonides

  摘要：

  Ozonolyses of 1,2,3,3,4,4,5,5-octamethyl- (1a), 1,2,3,3,4,4,5-heptamethyl- (1b), and 1,2,3,3,4,4-hexamethyl cyclopentenes (1c) in methanol did not yield the ordinary hemiperacetals but gave the corresponding ozonides 6a-c instead. The ozonides 6a,b were extremely stable nd remained intact even when refluxed with triphenylphosphine in tetrahydrofuran. Cycloreversion of the primary ozonides from unsymmetrically substituted 1,2,3,3-tetramethylcyclopentene (1d) and 1,5,5-trimethylcyclopentene (1g) was highly regioselective to yield the intermediate omega-oxo carbonyl oxides with the geminal methyl groups remote from the carbonyl oxide groups.

  DOI：

  10.1021/jo00096a059
• 作为产物：
  描述：

  甲醇 、 1,2-二甲基环戊烯 在 臭氧 作用下， 以 乙醚 为溶剂， 以86%的产率得到6-Hydroperoxy-6-methoxy-2-heptanone
  参考文献：
  名称：

  Exceptionally Stable Ozonides. Influence of Methyl Substituents on the Course of Cyclopentene Ozonolyses and on the Reactivities of Ozonides

  摘要：

  Ozonolyses of 1,2,3,3,4,4,5,5-octamethyl- (1a), 1,2,3,3,4,4,5-heptamethyl- (1b), and 1,2,3,3,4,4-hexamethyl cyclopentenes (1c) in methanol did not yield the ordinary hemiperacetals but gave the corresponding ozonides 6a-c instead. The ozonides 6a,b were extremely stable nd remained intact even when refluxed with triphenylphosphine in tetrahydrofuran. Cycloreversion of the primary ozonides from unsymmetrically substituted 1,2,3,3-tetramethylcyclopentene (1d) and 1,5,5-trimethylcyclopentene (1g) was highly regioselective to yield the intermediate omega-oxo carbonyl oxides with the geminal methyl groups remote from the carbonyl oxide groups.

  DOI：

  10.1021/jo00096a059

文献信息

• Tokuyasu, Takahiro; Ito, Toyonari; Masuyama, Araki, Heterocycles, 2000, vol. 53, # 6, p. 1293 - 1304
  作者：Tokuyasu, Takahiro、Ito, Toyonari、Masuyama, Araki、Nojima, Masatomo

  DOI：——

  日期：——
• Exceptionally Stable Ozonides. Influence of Methyl Substituents on the Course of Cyclopentene Ozonolyses and on the Reactivities of Ozonides
  作者：Herbert Mayr、Janusz Baran、Elfriede Will、Hideyuki Yamakoshi、Koichi Teshima、Masatomo Nojima

  DOI：10.1021/jo00096a059

  日期：1994.8

  Ozonolyses of 1,2,3,3,4,4,5,5-octamethyl- (1a), 1,2,3,3,4,4,5-heptamethyl- (1b), and 1,2,3,3,4,4-hexamethyl cyclopentenes (1c) in methanol did not yield the ordinary hemiperacetals but gave the corresponding ozonides 6a-c instead. The ozonides 6a,b were extremely stable nd remained intact even when refluxed with triphenylphosphine in tetrahydrofuran. Cycloreversion of the primary ozonides from unsymmetrically substituted 1,2,3,3-tetramethylcyclopentene (1d) and 1,5,5-trimethylcyclopentene (1g) was highly regioselective to yield the intermediate omega-oxo carbonyl oxides with the geminal methyl groups remote from the carbonyl oxide groups.