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

中文名称
——
中文别名
——
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
1,5-dimethyl-6,7,8-trioxa-bicyclo[3.2.1]octane化学式
CAS
19987-14-5
化学式
C7H12O3
mdl
——
分子量
144.17
InChiKey
SABQSIQGHDNFLT-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

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
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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:——
  • 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
    作者:Karl Griesbaum、Vasile Miclaus、In Chan Jung、Ralf-Olaf Quinkert
    DOI:10.1002/(sici)1099-0690(199804)1998:4<627::aid-ejoc627>3.0.co;2-n
    日期:1998.4
    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.
  • 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.
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