1,3,6,8-Tetrachloro-2,4,5,7-tetrafluoronaphthalene | 129697-98-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,3,6,8-Tetrachloro-2,4,5,7-tetrafluoronaphthalene
• CAS: 129697-98-9
• 化学式: C₁₀Cl₄F₄
• 分子量: 337.916
• InChiKey: DOKIUXLIKZCKNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  八氯萘 在 potassium fluoride 作用下， 以13%的产率得到2-fluoroheptachloronaphthalene
  参考文献：
  名称：

  Fluorine-19 NMR spectroscopy of polychloropolyfluoronaphthalenes. The identification of fluorine exchange products

  摘要：

  DOI：

  10.1016/s0022-1139(00)82597-x

文献信息

• Fluorine-19 NMR spectroscopy of polyhalonaphthalenes. Part II polychloropolyfluoronaphthalenes via nucleophilic fluoride dechlorination
  作者：Raymond S. Matthews

  DOI：10.1016/s0022-1139(00)85005-8

  日期：1990.12

  Six new polychloropolyfluoronaphthalenes have been identified by F-19 NMR whose empirical formulae are C10 Cl8-n F(n) where n is 5 and 6 i.e. two trichloropentafluoronaphthalenes and four dichlorohexafluoronaphthalenes:- 1,3,8-trichloro-2,4,5,6,7-pentafluoronaphthalene, 1,3,6-trichloro-2,4,5,7,8-pentafluoronaphthalene, 1,3-dichloro-2,4,5,6,7,8-hexafluoronaphthalene, 1,8-dichloro-2,3,4,5,6,7-hexafluoronaphthalene, 1,6-dichloro-2,3,4,5,7,8-hexafluoronaphthalene and 2,7-dichloro-1,3,4,5,6,8-hexafluoronaphthalene. In the partly fluorinated compounds such as 1,3,6,8-tetrachloro-2,4,5,7-tetrafluoronaphthalene, nucleophilic fluoride dechlorination occurs at both-alpha-and-beta-positions. Initial substitution in octachloronaphthalene is more selective and occurs predominantly at the alpha-position; both subsequent exchanges occur at sites two carbons away from the initial site. The results support the idea that the transition state is stabilised by chlorine at the sites of electron density, ortho and para to the site of nucleophilic attack.
• Fluorine-19 NMR spectroscopy of polychloropolyfluoronaphthalenes. The identification of fluorine exchange products
  作者：R.S. Matthews

  DOI：10.1016/s0022-1139(00)82597-x

  日期：1990.6