[2,2-双(叠氮甲基)-3-苯基丙基]苯 | 192227-90-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: [2,2-双(叠氮甲基)-3-苯基丙基]苯
• 英文名称: 2,2-Dibenzyl-1,3-diazidopropane
• 英文别名: 1,1'-[2,2-Bis(azidomethyl)propane-1,3-diyl]dibenzene；[2,2-bis(azidomethyl)-3-phenylpropyl]benzene
• CAS: 192227-90-0
• 化学式: C₁₇H₁₈N₆
• 分子量: 306.37
• InChiKey: OZYZDBXBALGRTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  28.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  足球烯 、 [2,2-双(叠氮甲基)-3-苯基丙基]苯 以 氯苯 为溶剂， 反应 8.0h， 以18%的产率得到
  参考文献：
  名称：

  Synthesis of 1,2,3,4-Bisiminofullerene and 1,2,3,4-Bis(triazolino)fullerene—on the Mechanism of the Addition Reactions of Organic Azides to [60]Fullerene

  摘要：

  AbstractThe reactions of organic azides with [60]fullerene have paved the way for the synthesis of adducts with a variety of structures. Treatment of [60]fullerene with 2,2‐dibenzyl‐1,3‐diazidopropane (10) in refluxing chlorobenzene afforded three products, namely, 8, 9, and 11 in 18, 25, and 11% yields, respectively. Thermolysis of 9a in refluxing chlorobenzene gave a 40:54:6 mixture of 8, 11, and C60 in quantitative yield. No interconversion between 8 and 11 was observed. Whereas 11 was stable towards thermolysis, 8 decomposed to C60 (35% yield) on refluxing in chlorobenzene for 24 h, but it did not produce any 11. This indicates that 9a is an intermediate in the formation of 8 and 11. A general mechanism for the addition of azides to C60 is proposed. A similar mechanistic pathway is suggested for the thermolysis of 9a.

  DOI：

  10.1002/chem.19970030514
• 作为产物：
  描述：

  2,2-二苄基-1,3-丙二醇 在 sodium azide 、 15-冠醚-5 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 [2,2-双(叠氮甲基)-3-苯基丙基]苯
  参考文献：
  名称：

  Synthesis of 1,2,3,4-Bisiminofullerene and 1,2,3,4-Bis(triazolino)fullerene—on the Mechanism of the Addition Reactions of Organic Azides to [60]Fullerene

  摘要：

  AbstractThe reactions of organic azides with [60]fullerene have paved the way for the synthesis of adducts with a variety of structures. Treatment of [60]fullerene with 2,2‐dibenzyl‐1,3‐diazidopropane (10) in refluxing chlorobenzene afforded three products, namely, 8, 9, and 11 in 18, 25, and 11% yields, respectively. Thermolysis of 9a in refluxing chlorobenzene gave a 40:54:6 mixture of 8, 11, and C60 in quantitative yield. No interconversion between 8 and 11 was observed. Whereas 11 was stable towards thermolysis, 8 decomposed to C60 (35% yield) on refluxing in chlorobenzene for 24 h, but it did not produce any 11. This indicates that 9a is an intermediate in the formation of 8 and 11. A general mechanism for the addition of azides to C60 is proposed. A similar mechanistic pathway is suggested for the thermolysis of 9a.

  DOI：

  10.1002/chem.19970030514

文献信息

• Synthesis of 1,2,3,4-Bisiminofullerene and 1,2,3,4-Bis(triazolino)fullerene—on the Mechanism of the Addition Reactions of Organic Azides to [60]Fullerene
  作者：Clifton K.-F. Shen、Hsiao-Hua Yu、Chiun-Gung Juo、Kuo-Ming Chien、Guor-Rong Her、Tien-Yau Luh

  DOI：10.1002/chem.19970030514

  日期：1997.5

  AbstractThe reactions of organic azides with [60]fullerene have paved the way for the synthesis of adducts with a variety of structures. Treatment of [60]fullerene with 2,2‐dibenzyl‐1,3‐diazidopropane (10) in refluxing chlorobenzene afforded three products, namely, 8, 9, and 11 in 18, 25, and 11% yields, respectively. Thermolysis of 9a in refluxing chlorobenzene gave a 40:54:6 mixture of 8, 11, and C60 in quantitative yield. No interconversion between 8 and 11 was observed. Whereas 11 was stable towards thermolysis, 8 decomposed to C60 (35% yield) on refluxing in chlorobenzene for 24 h, but it did not produce any 11. This indicates that 9a is an intermediate in the formation of 8 and 11. A general mechanism for the addition of azides to C60 is proposed. A similar mechanistic pathway is suggested for the thermolysis of 9a.