9-Fluoro-2,3-dihydro-1H-benzinden-1-one oxime | 137466-19-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 9-Fluoro-2,3-dihydro-1H-benzinden-1-one oxime
• 英文别名: N-(9-Fluoro-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylidene)hydroxylamine；N-(9-fluoro-2,3-dihydrocyclopenta[a]naphthalen-1-ylidene)hydroxylamine
• CAS: 137466-19-4
• 化学式: C₁₃H₁₀FNO
• 分子量: 215.227
• InChiKey: NUJBDKYAPZVOGH-UHFFFAOYSA-N

物化性质

• 沸点：
  411.0±24.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(4-溴苯甲酰)丙酸 在 盐酸 、 sodium hydroxide 、 氟硼酸钠 、 PPA 、 硫酸 、 盐酸羟胺 、 乙酸酐 、 magnesium 、 copper(l) chloride 、 sodium nitrite 作用下， 以 乙醇 、 水 、 溶剂黄146 、 xylene 为溶剂， 反应 2.88h， 生成 9-Fluoro-2,3-dihydro-1H-benzinden-1-one oxime
  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

文献信息

• Nuclear spin-spin coupling via nonbonded interactions. 7. Effects of molecular structure on nitrogen-fluorine coupling
  作者：Frank B. Mallory、Eddie D. Luzik、Clelia W. Mallory、Patrick J. Carroll

  DOI：10.1021/jo00027a063

  日期：1992.1

  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.