己醛,3,3,4,4,5,5,6,6,6-九氟- | 135984-67-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 己醛,3,3,4,4,5,5,6,6,6-九氟-
• 英文名称: 3,3,4,4,5,5,6,6,6-Nonafluorohexanal
• CAS: 135984-67-7
• 化学式: C₆H₃F₉O
• 分子量: 262.075
• InChiKey: PLXBWBKXCKSJRL-UHFFFAOYSA-N

物化性质

• 沸点：
  75 °C
• 密度：
  1.505±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  己醛,3,3,4,4,5,5,6,6,6-九氟- 在 氨 、 四氯苯醌 、 zinc(II) chloride 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成 4-(1,1,2,2,3,3,3-Heptafluoropropyl)-2-methylpyrimidine
  参考文献：
  名称：

  Unexpected reaction of 2,2-dihydropolyfluoroalkylaldehydes with ammonia and aldehydes or ketones: a novel synthetic method for 4-fluoroalkyl-1,2-dihydropyrimidine

  摘要：

  4-Fluoroalkyl-1,2-dihydropyrimidines were synthesized in good yields by the tri-component reaction of 2,2-dihydropolyfluoroalkylaldehydes, ammonia and aldehydes, ketones or enol ethers in the presence of zinc chloride under mild conditions. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.04.196
• 作为产物：
  描述：

  1-acetoxy-2-(nonafluorobutyl)-1-iodoethane 在 sodium bromide 作用下， 反应 24.0h， 以76%的产率得到己醛,3,3,4,4,5,5,6,6,6-九氟-
  参考文献：
  名称：

  A novel and simple synthetic route to perfluoroalkylacetaldehydes using commercially available alkali halides and metal oxides

  摘要：

  Treatment of 1-acetoxy-1-iodo-2-perfluoroalkylethanes with aqueous alkali halides or neat metal oxides is presented as instead of via an innovative and highly accessible route to the synthesis of perfluoroalkylethanals. The reaction uses commercially available reactants and does not require the addition of any organic solvent. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.08.002

文献信息

• A straightforward preparation of fluorine-containing 1,2-dihydropyrimidines and pyrimidines with 2,2-dihydropolyfluoroalkylaldehydes
  作者：Xian-Jin Yang、Li-Si Zhang、Jin-Tao Liu

  DOI：10.1016/j.tet.2007.04.010

  日期：2007.6

  The reactions of 2,2-dihydropolyfluoroalkylaldehydes with ammonia and enol ethers or carbonyl compounds are described. In the presence of zinc chloride, all reactions took place readily in THF at 50 °C to give fluorine-containing 1,2-dihydropyrimidines in moderate to good yields. Dehydrogenation of the resulting fluorine-containing 1,2-dihydropyrimidines with tetrachloro-1,4-benzoquinone (TCBQ) or

  描述了2，2-二氢多氟烷基醛与氨和烯醇醚或羰基化合物的反应。在氯化锌的存在下，所有反应都容易在50°C的THF中进行，以中等至良好的收率得到含氟的1,2-二氢嘧啶。在室温下用四氯-1,4-苯醌（TCBQ）或2,3-二氯-5,6-二氰基-1,4-苯醌（DDQ）对所得的含氟1,2-二氢嘧啶进行脱氢，得到相应的含氟嘧啶的收率很好。
• Areneselenolate-mediated perfluoroalkyl-sulfenylation of enol ethers
  作者：Kenji Uneyama、Kouichi Kitagawa

  DOI：10.1016/s0040-4039(00)92713-8

  日期：1991.7

  Areneselenolate-mediated perfluoroalkyl-sulfenylation of enol ethers has been performed by the reaction of sodium arenethiolates, a catalytic amount of sodium areneselenolates, perfluoroalkyl iodides, and olefins where ArSeNa initiates a chain reaction via an electron transfer mechanism.

  烯醇醚的芳烃硒酸酯介导的全氟烷基亚磺酰基化反应是通过芳硫醇钠，催化量的芳烃硒酸钠，全氟烷基碘化物和烯烃的反应进行的，其中ArSeNa通过电子转移机理引发链反应。
• Synthesis of Per(poly)fluoroalkyl aldehydes RF(CH2)nCHO
  作者：Laurence Le´veˆque、Maurice Le Blanc、Raphae¨l Pastor

  DOI：10.1016/s0040-4039(98)02029-2

  日期：1998.11

  We report the preparation of polyfluoroalkyl aldehydes RF(CH2)nCHO in high yields by direct oxidation of polyfluoroalkyl alcohols; the Swern oxidation, pyridinium chlorochromate and Dess-Martin periodinane are used and compared

  我们报道了通过直接氧化多氟烷基醇来制备高产率的多氟烷基醛R F（CH 2）n CHO；比较了Swern氧化法，氯铬酸吡啶鎓盐和Dess-Martin高碘烷
• An Effective Synthesis of 2-Trifluoromethyl- or 2-(1,1-Difluoroalkyl)thiophenes
  作者：Hui-Ping Guan、Bing-Hao Luo、Chang-Ming Hu

  DOI：10.1055/s-1997-1204

  日期：1997.4

  Various thiophenecarboxylates carrying a 2-trifluoromethyl, 2-(1,1-difluoroalkyl) or 2-polyfluoroalkyl group are synthesized conveniently from reaction of α-fluoroalkyl ketones 1, aldehydes 2 or ethyl α-fluoroalkylacetates 3 with methyl (or ethyl) 2-sulfanylacetates 4. A possible reaction pathway is suggested.

  δ-氟烷基酮 1、醛 2 或δ-氟烷基乙酸乙酯 3 与 2-硫代乙酸甲酯（或乙酯）4 反应，可方便地合成带有 2-三氟甲基、2-（1,1-二氟烷基）或 2-多氟烷基的各种噻吩羧酸盐。提出了一种可能的反应途径。
• Tang, Xiao-Qing; Hu, Chang-Ming, Journal of the Chemical Society. Perkin transactions I, 1994, # 15, p. 2161 - 2164
  作者：Tang, Xiao-Qing、Hu, Chang-Ming

  DOI：——

  日期：——