1,5-dimethyl-6,7,8-trioxa-bicyclo[3.2.1]octane | 19987-14-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三氧戊环
• 英文名称: 1,5-dimethyl-6,7,8-trioxa-bicyclo[3.2.1]octane
• 英文别名: 1,5-Dimethyl-6,7,8-trioxa-bicyclo[3.2.1]octan；1,5-Dimethyl-6,7,8-trioxabicyclo[3.2.1]octane；1,5-dimethyl-6,7,8-trioxabicyclo[3.2.1]octane
• CAS: 19987-14-5
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: SABQSIQGHDNFLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,5-dimethyl-6,7,8-trioxa-bicyclo[3.2.1]octane 在 三苯基膦 作用下， 以 氘代氯仿 为溶剂， 反应 0.5h， 生成 2,6-庚二酮
  参考文献：
  名称：

  Gas-Phase Reactions of 1,2-Dimethylcyclopentene and of 2,6-Heptanedione with Ozone: Unprecedented Formation of an Ozonide by Ozone Treatment of a Diketone

  摘要：

  Gas-phase ozonizations of 1,2-dimethylcyclopentene (1) and of 2,6-heptanedione (5) afforded in each case dimethylcyclopentene ozonide (2) in low yields. In the ozonization of 1, diketone 5 was formed as the single major product, along with nine "abnormal" ozonolysis products which were formed by oxidative cleavage of carbon-carbon single bonds.

  DOI：

  10.1002/(sici)1099-0690(199804)1998:4<627::aid-ejoc627>3.0.co;2-n
• 作为产物：
  描述：

  1,2-二甲基环戊烯 在 臭氧 作用下， 以 乙醚 为溶剂， 以84%的产率得到1,5-dimethyl-6,7,8-trioxa-bicyclo[3.2.1]octane
  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

• Criegee et al., Justus Liebigs Annalen der Chemie, 1953, vol. 583, p. 1,28
  作者：Criegee et al.

  DOI：——

  日期：——
• Criegee; Lohaus, Chemische Berichte, 1953, vol. 86, p. 1,2
  作者：Criegee、Lohaus

  DOI：——

  日期：——
• Lohaus, Chemische Berichte, 1954, vol. 87, p. 1708,1710
  作者：Lohaus

  DOI：——

  日期：——