6-aminobenzonorbornen-2-one | 88999-38-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 6-aminobenzonorbornen-2-one
• 英文别名: 6-Amino-3,4-dihydro-1,4-methanonaphthalen-2(1H)-one；4-aminotricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-9-one
• CAS: 88999-38-6
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: ZDXVMQRCQSWMAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-aminobenzonorbornen-2-one 在 potassium iodide 、 sodium nitrite 作用下， 以 硫酸 为溶剂， 生成 6-iodobenzonorbornen-2-one
  参考文献：
  名称：

  Carbon-13 nuclear magnetic resonance examination of benzonorbornene derivatives. Assignment of site of aromatic ring substitution in benzonorbornen-2-ones

  摘要：

  Abstract13C nuclear magnetic resonance spectra were collected for a series of 5‐ and 6‐monoaromatic ring‐substituted benzonorbornadienes and 5‐, 6‐, 7‐, and 8‐monosubstituted benzonorbornen‐2‐ones. 13C chemical shifts values were found to be useful in the differentiation of the four monosubstituted aromatic ring isomers of benzonorbornen‐2‐one (1). We found that the 13C NMR spectrum of a substituted benzonorbornen‐2‐one (A) could be predicted with good accuracy (R2 for each aromatic carbon ≥ 0.925) from a knowledge of the 13C NMR spectrum of 1 and the appropriately substituted benzene. The substituents studied were NO2, NH2, I, CF3, CN, OCH3, and H. Correlation analysis showed that the carbonyl in A was effectively insulated from the ring π‐system.

  DOI：

  10.1002/omr.1270211003

表征谱图