5-nitrobenzo[1,3]dioxole-2-thione | 1051374-82-3

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 5-nitrobenzo[1,3]dioxole-2-thione
• 英文别名: 5-Nitrobenzo[d][1,3]dioxole-2-thione；5-nitro-1,3-benzodioxole-2-thione
• CAS: 1051374-82-3
• 化学式: C₇H₃NO₄S
• 分子量: 197.171
• InChiKey: ZLJVODBTPBHPTI-UHFFFAOYSA-N

物化性质

• 沸点：
  315.3±44.0 °C(Predicted)
• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-nitrobenzo[1,3]dioxole-2-thione 在 三氟化溴 作用下， 以 氯仿 为溶剂， 以85%的产率得到2,2-二氟-5-硝基-1,3-苯并二噁戊环
  参考文献：
  名称：

  Constructing the OCF₂O Moiety Using BrF₃

  摘要：

  A general preparation for aromatic and aliphatic, cyclic as well as linear, symmetric and asymmetric difluoromethylenedioxy derivatives is described. The alcohols were reacted with thiophosgene to give thiocarbonates, which in turn were reacted with BrF(3). The fluorination step is complete in seconds with moderate to high yields under mild conditions.

  DOI：

  10.1021/jo801116n
• 作为产物：
  描述：

  硫光气 、 4-硝基儿茶酚 在 sodium carbonate 作用下， 以 水 为溶剂， 反应 2.0h， 以80%的产率得到5-nitrobenzo[1,3]dioxole-2-thione
  参考文献：
  名称：

  Constructing the OCF₂O Moiety Using BrF₃

  摘要：

  A general preparation for aromatic and aliphatic, cyclic as well as linear, symmetric and asymmetric difluoromethylenedioxy derivatives is described. The alcohols were reacted with thiophosgene to give thiocarbonates, which in turn were reacted with BrF(3). The fluorination step is complete in seconds with moderate to high yields under mild conditions.

  DOI：

  10.1021/jo801116n