4-(perfluoro-1,1-dimethylbutyl)-1,1,1,3-tetrachlorobutane | 119285-90-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 4-(perfluoro-1,1-dimethylbutyl)-1,1,1,3-tetrachlorobutane
• 英文别名: 1,1,1,3-tetrachloro-4-(perfluoro-1,1-dimethyl)butane；6,8,8,8-Tetrachloro-1,1,1,2,2,3,3-heptafluoro-4,4-bis(trifluoromethyl)octane
• CAS: 119285-90-4
• 化学式: C₁₀H₅Cl₄F₁₃
• 分子量: 513.941
• InChiKey: MUKBPQJJIBNZBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  4-(perfluoro-1,1-dimethylbutyl)-1,1,1,3-tetrachlorobutane 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以7%的产率得到1,1,3-trichloro-4-(perfluoro-1,1-dimethylbutyl)but-1-ene
  参考文献：
  名称：

  Synthetic utility of 3-(perfluoro-1,1-dimethylbutyl)prop-1-ene. Part VI. A free-radical addition of CCl4 and CBr4 and dehydrohalogenation of the adducts

  摘要：

  Heating the title compound 1 in excess CCl4 and in the presence of a free-radical initiator (t-butyl peroxide) at 120 degrees C afforded 1,1,1,3-tetrachloro-4-(perfluoro-1,1-dimethylbutyl)butane (2) as the main product together with considerable amounts of cyclic dimer, 1,4-bis(perfluoro-1,1-dimethylbutyl)cyclohexane (3). Reaction of 1 with CBr4 at 120 degrees C gave 1,1,1,3-tetrabromo-4-(perfluoro-1,1-dimethylbutyl)butane (4) as the sole product while at 220 degrees C a mixture of 1,2-dibromo-3-(perfluoro-1,1-dimethylbutyl)propane (5) and 1,1-dibromo-4-(perfluoro-1,1-dimethylbutyl)buta-1,3-diene (6) was formed. Treatment of adducts 2 and 4 with methanolic potassium hydroxide at ambient temperature gave mixtures of 1,1,3-trihalo-4-(perfluoro-1,1-dimethylbutyl)but-1-enes (7) or (8) and 1,1-dihalo-4-(perfluoro-1,1-dimethylbutyl (9) or (6) in ratios depending on the adduct to base ratio and on the reaction conditions. Using an excess of the base and reflux temperature, adduct 4 and diene 6 were converted into methyl 4-(perfluoro-1,1-dimethylbutyl)buten-3-oate (10).

  DOI：

  10.1016/0022-1139(94)03125-j
• 作为产物：
  描述：

  3-(perfluoro-1,1-dimethylbutyl)-1-propene 在 四氯化碳 、 二叔丁基过氧化物 作用下， 反应 48.0h， 生成 4-(perfluoro-1,1-dimethylbutyl)-1,1,1,3-tetrachlorobutane 、 1,4-bis(perfluoro-1,1-dimethylbutyl)cyclohexane
  参考文献：
  名称：

  Synthetic utility of 3-(perfluoro-1,1-dimethylbutyl)prop-1-ene. Part VI. A free-radical addition of CCl4 and CBr4 and dehydrohalogenation of the adducts

  摘要：

  Heating the title compound 1 in excess CCl4 and in the presence of a free-radical initiator (t-butyl peroxide) at 120 degrees C afforded 1,1,1,3-tetrachloro-4-(perfluoro-1,1-dimethylbutyl)butane (2) as the main product together with considerable amounts of cyclic dimer, 1,4-bis(perfluoro-1,1-dimethylbutyl)cyclohexane (3). Reaction of 1 with CBr4 at 120 degrees C gave 1,1,1,3-tetrabromo-4-(perfluoro-1,1-dimethylbutyl)butane (4) as the sole product while at 220 degrees C a mixture of 1,2-dibromo-3-(perfluoro-1,1-dimethylbutyl)propane (5) and 1,1-dibromo-4-(perfluoro-1,1-dimethylbutyl)buta-1,3-diene (6) was formed. Treatment of adducts 2 and 4 with methanolic potassium hydroxide at ambient temperature gave mixtures of 1,1,3-trihalo-4-(perfluoro-1,1-dimethylbutyl)but-1-enes (7) or (8) and 1,1-dihalo-4-(perfluoro-1,1-dimethylbutyl (9) or (6) in ratios depending on the adduct to base ratio and on the reaction conditions. Using an excess of the base and reflux temperature, adduct 4 and diene 6 were converted into methyl 4-(perfluoro-1,1-dimethylbutyl)buten-3-oate (10).

  DOI：

  10.1016/0022-1139(94)03125-j

文献信息

• Synthetic utility of 3-(perfluoro-1,1-dimethylbutyl)-1-propene. Part I. Conversion to the epoxide and to alcohols
  作者：Wojciech Dmowski、Halina Plenkiewicz、Jacek Porwisiak

  DOI：10.1016/s0022-1139(00)81544-4

  日期：1988.11
• DMOWSKI, WOJCIECH;PLENKIEWICZ, HALINA;PORWISIAK, JACEK, J. FLUOR. CHEM., 41,(1988) N 2, C. 191-212
  作者：DMOWSKI, WOJCIECH、PLENKIEWICZ, HALINA、PORWISIAK, JACEK

  DOI：——

  日期：——