Ethyl 3-(8'-fluoro-2'-naphthyl)-propanoate | 137466-16-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Ethyl 3-(8'-fluoro-2'-naphthyl)-propanoate
• 英文别名: ethyl 3-(8-fluoronaphthalen-2-yl)propanoate
• CAS: 137466-16-1
• 化学式: C₁₅H₁₅FO₂
• 分子量: 246.281
• InChiKey: YJBVMNCGRXFVSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Ethyl 3-(8'-fluoro-2'-naphthyl)-propanoate 在 sodium hydroxide 、 PPA 作用下， 反应 0.13h， 生成 9-Fluoro-2,3-dihydro-1H-benzinden-1-one
  参考文献：
  名称：

  Nuclear spin-spin coupling via nonbonded interactions. 7. Effects of molecular structure on nitrogen-fluorine coupling

  摘要：

  To test whether the recently discovered phenomenon of through-space nuclear spin-spin coupling between intramolecularly crowded N-15 and F-19 nuclei shows the same sort of striking dependence on molecular structure as the long-known phenomenon of through-space nuclear spin-spin coupling between pairs of intramolecularly crowded F-19 nuclei, several N-15-enriched oximes and some simple derivatives thereof were synthesized and their J(NF) values were determined by F-19 NMR spectroscopy. The experimental J(NF) values ranged from 8.6 to 43.5 Hz. The molecular structures of these compounds were determined by single-crystal X-ray diffraction. The observed dependence of the N-15-F-19 coupling constants on molecular structure was qualitatively consistent with the predictions of the lone-pair orbital overlap theory that was developed earlier to account for through-space coupling involving fluorine nuclei.

  DOI：

  10.1021/jo00027a063
• 作为产物：
  描述：

  7-溴-1-萘胺盐酸盐 在 盐酸 、 氟硼酸钠 、 magnesium 、 copper(l) chloride 、 sodium nitrite 作用下， 以 xylene 为溶剂， 反应 2.0h， 生成 Ethyl 3-(8'-fluoro-2'-naphthyl)-propanoate
  参考文献：
  名称：

  Nuclear spin-spin coupling via nonbonded interactions. 7. Effects of molecular structure on nitrogen-fluorine coupling

  摘要：

  To test whether the recently discovered phenomenon of through-space nuclear spin-spin coupling between intramolecularly crowded N-15 and F-19 nuclei shows the same sort of striking dependence on molecular structure as the long-known phenomenon of through-space nuclear spin-spin coupling between pairs of intramolecularly crowded F-19 nuclei, several N-15-enriched oximes and some simple derivatives thereof were synthesized and their J(NF) values were determined by F-19 NMR spectroscopy. The experimental J(NF) values ranged from 8.6 to 43.5 Hz. The molecular structures of these compounds were determined by single-crystal X-ray diffraction. The observed dependence of the N-15-F-19 coupling constants on molecular structure was qualitatively consistent with the predictions of the lone-pair orbital overlap theory that was developed earlier to account for through-space coupling involving fluorine nuclei.

  DOI：

  10.1021/jo00027a063