1-Nitro-4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-heptyloxy)-benzene | 183997-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Nitro-4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-heptyloxy)-benzene
• 英文别名: 1-Nitro-4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptoxy)benzene
• CAS: 183997-47-9
• 化学式: C₁₃H₆F₁₃NO₃
• 分子量: 471.175
• InChiKey: ZDDZVRWNZHXACT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  1-Nitro-4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-heptyloxy)-benzene 在 盐酸 、 sodium hydroxide 、 sodium carbonate 、 potassium carbonate 、 溶剂黄146 、 potassium iodide 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 9.0h， 生成 2-Methyl-acrylic acid 6-{4-[4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-heptyloxy)-phenylazo]-phenoxy}-hexyl ester
  参考文献：
  名称：

  Synthesis of 4-(1H,1H-perfluoroalkoxy)-4′-(6-methacryloyloxy-hexyloxy)-azobenzenes and their liquid crystalline intermediates

  摘要：

  The synthesis and characterization of 4-(1H,1H-perfluoroalkoxy)-4'-(6-methacryloyloxy-hexyloxy)-azobenzenes with different lengths of the fluorinated tail group (C-2-C-8) and their liquid crystalline intermediates, starting from 1H,1H-perfluoroalkyl-p-nitrophenyl-ethers is described. The liquid crystalline properties of the compounds were studied by differential scanning calorimetry, polarizing optical microscopy and X-ray diffraction methods. In contrast with their non-fluorinated analogues, all the liquid crystalline products display smectic mesophases caused by the fluorination of the tail group. (C) 1997 Elsevier Science S.A.

  DOI：

  10.1016/s0022-1139(97)00076-6
• 作为产物：
  描述：

  全氟-1-庚醇 在 sodium hydride 、 三乙胺 作用下， 以 六甲基磷酰三胺 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 1-Nitro-4-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-heptyloxy)-benzene
  参考文献：
  名称：

  Various synthetic approaches to fluoroalkyl p-nitrophenyl ethers

  摘要：

  Homologous 1H,1H-perfluoroalkyl p-nitrophenyl ethers (alkyl = C-2-C-8) were synthesized using different methods. The results are discussed in context with contradictory comments of the literature. The fluoroalkoxylation of p-chloronitrobenzene occurs in only one step, but it is limited to small fluoroalkyl groups. The fluoroalkylation of p-nitrophenol via sulphonic acid esters is a better synthetic route. Differences in reactivity and yield between tosylates, mesylates and triflates are found and discussed. The preferred synthesis includes the use of trifluoromethane sulphonic acid esters.

  DOI：

  10.1016/s0022-1139(96)03490-2