1H,4H-Furo[3,4-d][1,2]dioxin | 25337-34-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 1H,4H-Furo[3,4-d][1,2]dioxin
• 英文别名: 1,4-dihydrofuro[3,4-d][1,2]dioxine
• CAS: 25337-34-2
• 化学式: C₆H₆O₃
• 分子量: 126.112
• InChiKey: JPQQYMAINSRIIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.24
• 重原子数：
  9.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  31.6
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1H,4H-Furo[3,4-d][1,2]dioxin 生成 3-呋喃甲醛,4-(羟甲基)-
  参考文献：
  名称：

  Heterocyclic aromatic non-Kekule molecules. Synthesis and solution-phase chemistry of the singlet biradicals 3,4-dimethylenefuran and 3,4-dimethylenethiophene

  摘要：

  DOI：

  10.1021/ja00192a025
• 作为产物：
  描述：

  3,4-Dimethylenefuran 在 氧气 作用下， 以80%的产率得到1H,4H-Furo[3,4-d][1,2]dioxin
  参考文献：
  名称：

  3,4-Dimethylenefuran and 3,4-dimethylenethiophene, heterocyclic analogs of the disjoint non-Kekule hydrocarbon tetramethyleneethane

  摘要：

  DOI：

  10.1021/ja00285a035

文献信息

• 3,4-Dimethylenefuran and 3,4-dimethylenethiophene, heterocyclic analogs of the disjoint non-Kekule hydrocarbon tetramethyleneethane
  作者：Keith J. Stone、Marc M. Greenberg、Joshua L. Goodman、Kevin S. Peters、Jerome A. Berson

  DOI：10.1021/ja00285a035

  日期：1986.12
• STONE K. J.; GREENBERG M. M.; GOODMAN J. L.; PETERS K. S.; BERSON J. A., J. AMER. CHEM. SOC., 108,(1986) N 25, 8088-8089
  作者：STONE K. J.、 GREENBERG M. M.、 GOODMAN J. L.、 PETERS K. S.、 BERSON J. A.

  DOI：——

  日期：——
• Heterocyclic aromatic non-Kekule molecules. Synthesis and solution-phase chemistry of the singlet biradicals 3,4-dimethylenefuran and 3,4-dimethylenethiophene
  作者：Keith J. Stone、Marc M. Greenberg、Silas C. Blackstock、Jerome A. Berson

  DOI：10.1021/ja00192a025

  日期：1989.5
• Absolute rates of heterocyclic singlet biradical reactions determined by nanosecond time-resolved absorption spectroscopy. Dimerizations and cycloadditions to alkenes and to dioxygen
  作者：Richard B. Heath、Linda C. Busch、Xu Wu Feng、Jerome A. Berson、J. C. Scaiano、Alain B. Berinstain

  DOI：10.1021/j100152a047

  日期：1993.12

  Singlet biradicals of the 3,4-dimethyleneheterocycle series, where the heterocycle is furan, thiophene, or N-substituted pyrrole, with chromophores in the UV-vis region (560-640 nm), are generated by nanosecond laser flash photolysis of diazene precursors in fluid solution. The rate constants for disappearance of these transients are determined by time-resolved absorption spectroscopy using the long-wavelength band. The rate constants for dimerization are near the encounter-controlled rate. Rates of trapping by alkenes are well described by a frontier orbital model. Oxygen trapping rate constants range between 10(7) and 10(9) M-1 s-1. The ratios of rate constants for trapping of 3,4-dimethylene-N-(p-toluenesulfonyl)pyrrole by pairs of alkenes in preparative competition experiments are in good agreement with those determined by the flash photolytic method. This confirms assignments of the 3,4-dimethyleneheterocycle structure to the chromophore of the biradical transients.