<1,2-13C2>-5-Iodopentanenitrile | 131178-68-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: <1,2-13C2>-5-Iodopentanenitrile
• 英文别名: 5-iodo(1,2-13C2)pentanenitrile
• CAS: 131178-68-2
• 化学式: C₅H₈IN
• 分子量: 211.008
• InChiKey: BUTKEUQCGYDXBR-ZIEKVONGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  <1,2-13C2>-5-Iodopentanenitrile 在 叔丁基锂 作用下， 以 乙醚 、 正戊烷 为溶剂， 以80%的产率得到<1,2-13C2>Cyclopentanone
  参考文献：
  名称：

  The thermal isomerization of [2a,11-13C2]dicyclopenta[ef,kl]heptalene (azupyrene) to pyrene

  摘要：

  [2a,11-C-13(2)]Dicyclopenta[ef,kl]heptalene (azupyrene) has been synthesized from [1,2-C-13(2)]cyclopentanone which, in turn, was prepared from C-13-labeled cyanide and C-13-labeled iodomethane. Thermal isomerization of the labeled azupyrene gave [3a,11-C-13(2)]pyrene. The only proposed mechanisms consistent with this result are the radical-initiated methylene walk and that involving a peripheral bicyclobutane intermediate. These mechanisms are also in agreement with previous results from the isomerization of 1-methylazupyrene except for an additional minor product in the latter experiment. Evidence for the automerization of pyrene under the thermal isomerization conditions has been obtained.

  DOI：

  10.1021/jo00002a014
• 作为产物：
  描述：

  <1,2-13C2>-5-Chloropentanenitrile 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以79%的产率得到<1,2-13C2>-5-Iodopentanenitrile
  参考文献：
  名称：

  The thermal isomerization of [2a,11-13C2]dicyclopenta[ef,kl]heptalene (azupyrene) to pyrene

  摘要：

  [2a,11-C-13(2)]Dicyclopenta[ef,kl]heptalene (azupyrene) has been synthesized from [1,2-C-13(2)]cyclopentanone which, in turn, was prepared from C-13-labeled cyanide and C-13-labeled iodomethane. Thermal isomerization of the labeled azupyrene gave [3a,11-C-13(2)]pyrene. The only proposed mechanisms consistent with this result are the radical-initiated methylene walk and that involving a peripheral bicyclobutane intermediate. These mechanisms are also in agreement with previous results from the isomerization of 1-methylazupyrene except for an additional minor product in the latter experiment. Evidence for the automerization of pyrene under the thermal isomerization conditions has been obtained.

  DOI：

  10.1021/jo00002a014

文献信息

• ANDERSON, ARTHUR G. (JR);HADDOCK, RALPH D., J. ORG. CHEM., 56,(1991) N, C. 550-552
  作者：ANDERSON, ARTHUR G. (JR)、HADDOCK, RALPH D.

  DOI：——

  日期：——