Methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzoate | 556050-47-6

• 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: Methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzoate
• 英文别名: methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzoate
• CAS: 556050-47-6
• 化学式: C₁₆H₁₁F₁₃O₂
• 分子量: 482.241
• InChiKey: XLJKJFORHNYZMS-UHFFFAOYSA-N

物化性质

• 沸点：
  308.6±42.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  Methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟辛基)苄醇
  参考文献：
  名称：

  Synthesis and Reactions of Fluorous Carbobenzyloxy (^FCbz) Derivatives of α-Amino Acids

  摘要：

  Fluorous carbobenzyloxy ((F)Cbz) reagents RfCH(2)CH(2)C(6)H(4)CH(2)OC(O)OSU (where Su is succinimidoyl and Rf is C6F13 and C8F17) have been used to make FCbz derivatives of 18 of the 20 natural amino acids. The potential utility of this new family of reagents in both standard fluorous synthesis with spe separation and fluorous quasiracemic synthesis is illustrated with representative reactions of the (F)Cbz-Phe derivatives.

  DOI：

  10.1021/jo0344283
• 作为产物：
  描述：

  1H,1H,2H-全氟-1-辛烯 在 palladium on activated charcoal 、 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) 氢气 、 sodium acetate 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 Methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzoate
  参考文献：
  名称：

  A general method to fluorous ponytail-substituted aromatics

  摘要：

  Palladium-catalyzed olefination of aryl halides led to a variety of fluorous ponytail-substituted, functionalized aryl compounds with good to excellent yields. The same chemistry was also applied to the synthesis of binaphathols bearing fluorinated ponytails. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00714-6

文献信息

• Synthesis and Reactions of Fluorous Carbobenzyloxy (^FCbz) Derivatives of α-Amino Acids
  作者：Dennis P. Curran、Muriel Amatore、David Guthrie、Matthew Campbell、Eisan Go、Zhiyong Luo

  DOI：10.1021/jo0344283

  日期：2003.6.1

  Fluorous carbobenzyloxy ((F)Cbz) reagents RfCH(2)CH(2)C(6)H(4)CH(2)OC(O)OSU (where Su is succinimidoyl and Rf is C6F13 and C8F17) have been used to make FCbz derivatives of 18 of the 20 natural amino acids. The potential utility of this new family of reagents in both standard fluorous synthesis with spe separation and fluorous quasiracemic synthesis is illustrated with representative reactions of the (F)Cbz-Phe derivatives.
• A general method to fluorous ponytail-substituted aromatics
  作者：Weiping Chen、Lijin Xu、Jianliang Xiao

  DOI：10.1016/s0040-4039(01)00714-6

  日期：2001.6

  Palladium-catalyzed olefination of aryl halides led to a variety of fluorous ponytail-substituted, functionalized aryl compounds with good to excellent yields. The same chemistry was also applied to the synthesis of binaphathols bearing fluorinated ponytails. (C) 2001 Elsevier Science Ltd. All rights reserved.