14,15-dibromo-2,11-dithia-9-nitro<3>metacyclo<3>(2,5)thiophenophane | 133296-20-5

• 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: 14,15-dibromo-2,11-dithia-9-nitro<3>metacyclo<3>(2,5)thiophenophane
• 英文别名: 14,15-dibromo-2,11-dithia-9-nitro[3]metacyclo[3](2,5)thiophenophane；6,7-dibromo-16-nitro-3,10,17-trithiatricyclo[10.3.1.15,8]heptadeca-1(16),5,7,12,14-pentaene
• CAS: 133296-20-5
• 化学式: C₁₄H₁₁Br₂NO₂S₃
• 分子量: 481.253
• InChiKey: QUQDQNLTVSQXDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.36
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  43.14
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  14,15-dibromo-2,11-dithia-9-nitro<3>metacyclo<3>(2,5)thiophenophane 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到6,7-dibromo-16-nitro-3λ6,10λ6,17-trithiatricyclo[10.3.1.15,8]heptadeca-1(16),5,7,12,14-pentaene 3,3,10,10-tetraoxide
  参考文献：
  名称：

  Synthesis and conformation of dithia[3]metacyclo[3]thiophenophanes and [2]metacyclo[2]thiophenophanes

  摘要：

  Dithia[3]metacyclo[3]- -(2,3)-, -(2,4)-, -(2,5)-, and -(3,4)thiophenophanes were prepared by dithiol bis-alkylations and were oxidized with m-chloroperbenzoic acid to the corresponding tetraoxides. Pyrolysis of the tetraoxides under a reduced pressure gave the corresponding [2]metacyclo[2]thiophenophanes together with many unexpected compounds. The conformations of the obtained products are also discussed.

  DOI：

  10.1021/jo00008a046
• 作为产物：
  描述：

  3,4-Dibromo-2,5-bis(chloromethyl)thiophene 在 氢氧化钾 、 sodium hydroxide 、 sodium tetrahydroborate 、 硫脲 作用下， 以 乙醇 、 苯 为溶剂， 反应 15.0h， 生成 14,15-dibromo-2,11-dithia-9-nitro<3>metacyclo<3>(2,5)thiophenophane
  参考文献：
  名称：

  Synthesis and conformation of dithia[3]metacyclo[3]thiophenophanes and [2]metacyclo[2]thiophenophanes

  摘要：

  Dithia[3]metacyclo[3]- -(2,3)-, -(2,4)-, -(2,5)-, and -(3,4)thiophenophanes were prepared by dithiol bis-alkylations and were oxidized with m-chloroperbenzoic acid to the corresponding tetraoxides. Pyrolysis of the tetraoxides under a reduced pressure gave the corresponding [2]metacyclo[2]thiophenophanes together with many unexpected compounds. The conformations of the obtained products are also discussed.

  DOI：

  10.1021/jo00008a046