7-Bromo-N-acetyl-1-naphthylamine | 1590-29-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-Bromo-N-acetyl-1-naphthylamine
• 英文别名: N-(7-bromo-[1]naphthyl)-acetamide；N-(7-Brom-[1]naphthyl)-acetamid；7-Brom-acetamino-naphthalin；N-(7-bromonaphthalen-1-yl)acetamide
• CAS: 1590-29-0
• 化学式: C₁₂H₁₀BrNO
• 分子量: 264.121
• InChiKey: MWXRQUUHSYKDPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-Bromo-N-acetyl-1-naphthylamine 在 三氯化铝 作用下， 以 二硫化碳 为溶剂， 生成 4-<4-Amino-6-brom-2-naphthyl>-4-oxo-butansaeure-methylester
  参考文献：
  名称：

  Harnik,M.; Jensen,E.V., Israel Journal of Chemistry, 1965, vol. 3, p. 13 - 23

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(4-溴苯甲酰)丙酸 在 sodium hydroxide 、 硫酸 、 盐酸羟胺 、 乙酸酐 作用下， 以 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 0.75h， 生成 7-Bromo-N-acetyl-1-naphthylamine
  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

• Directive Influence of the Acetylamino Group in the Friedel--Crafts Acylation of the Acetylaminonaphthalenes
  作者：Nelson J. Leonard、Archibald M. Hyson

  DOI：10.1021/ja01172a071

  日期：1949.4
• Dziewonski; Sternbach, Bulletin International de l'Academie Polonaise des Sciences et des Lettres, Classe des Sciences Mathematiques et Naturelles, Serie A: Sciences Mathematiques, 1931, p. 59,66
  作者：Dziewonski、Sternbach

  DOI：——

  日期：——
• 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.
• Harnik,M.; Jensen,E.V., Israel Journal of Chemistry, 1965, vol. 3, p. 13 - 23
  作者：Harnik,M.、Jensen,E.V.

  DOI：——

  日期：——