7,8-didehydro-5,6,9,10-tetrahydro-4H-cyclonona-1,2,3-selenadiazole | 118620-75-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7,8-didehydro-5,6,9,10-tetrahydro-4H-cyclonona-1,2,3-selenadiazole
• 英文别名: 7,8-didehydro-5,6,9,10-tetrahydro-4H-cyclonona[d]selenadiazole
• CAS: 118620-75-0
• 化学式: C₉H₁₀N₂Se
• 分子量: 225.152
• InChiKey: JNRDBRLQRMBSLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  7,8-didehydro-5,6,9,10-tetrahydro-4H-cyclonona-1,2,3-selenadiazole 生成 cyclonona-1,5-diyne
  参考文献：
  名称：

  中型碳环二乙炔的合成与性质

  摘要：

  报道了Cyclonona-1,5-diyne（1），cyclodeca-1,5-diyne（3），cycloundeca-1,5-diyne（4）和cycloundeca-1,6-diyne（5）的合成和性质。

  DOI：

  10.1016/0040-4039(88)85217-1
• 作为产物：
  描述：

  semicarbazone of 5-cyclononynone 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 20.0h， 以48%的产率得到7,8-didehydro-5,6,9,10-tetrahydro-4H-cyclonona-1,2,3-selenadiazole
  参考文献：
  名称：

  Synthesis and properties of medium-sized (C9-C12) carbocyclic diacetylenes

  摘要：

  The syntheses of 1,5-cyclononadiyne (3), 1,5-cyclodecadiyne (4), 1,5-cycloundecadiyne (5), 1,6-cycloundecadiyne (6), 1,6-cyclododecadiyne (7), and 1,7-cyclododecadiyne (8) have been carried out. Diacetylenes 3 and 4 are prepared from 5-cyclononynone and 5-cyclodecynone, respectively. Compounds 5-8 are synthesized from cyclic diones by thermolysis of the corresponding bisselenadiazoles. The obtained cyclic diacetylenes are further characterized by their bis(hexacarbonyldicobalt) complexes. The geometrical parameters of 3-8 were calculated with force field and semiempirical methods. From the structural data, a correlation between the C-13 resonance of the sp-hybridized carbon atoms adjacent to the ethano bridge in 3-5 and the corresponding resonance of the symmetric dialkynes 1,5-cyclooctadiyne (1), 1,6-cyclodecadiyne (2), and 1,7-cyclododecadiyne (8) with the bending angle at this center can be verified. The PE spectra of 3-8 have been recorded, and an interpretation of the bands in the low-energy region is presented. It is found that the splitting of the PE bands that are assigned to the in-plane pi-MO's (pi-i) strongly depends on the size of the methylene bridge. In the case of a propano bridge (e.g., in 3, 6, and 7), the splitting between pi-i- and pi=i+ is relatively large. The splitting of the bands that are assigned to the out-of-plane pi-MO's (pi-o) decreases with increasing transannular distance.

  DOI：

  10.1021/ja00024a035

文献信息

• GLEITER, ROLF;KRATZ, DETLEF;SCHEHLMANN, VOLKER, TETRAHEDRON LETT., 29,(1988) N 23, C. 2813-2816
  作者：GLEITER, ROLF、KRATZ, DETLEF、SCHEHLMANN, VOLKER

  DOI：——

  日期：——