1-全氟正辛基萘 | 80791-13-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-全氟正辛基萘
• 英文名称: 1-perfluoro-n-octylnaphthalene
• 英文别名: 1-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Heptadecafluorooctyl)naphthalene
• CAS: 80791-13-5
• 化学式: C₁₈H₇F₁₇
• 分子量: 546.226
• InChiKey: SCYFTUWJBQZHGL-UHFFFAOYSA-N

物化性质

• 沸点：
  309.5±42.0 °C(Predicted)
• 密度：
  1.564±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  1-全氟正辛基萘 在 氯磺酸 作用下， 以74%的产率得到1-perfluoro-n-octylnaphthalene-5-sulfonyl chloride
  参考文献：
  名称：

  Perfluoroalkylbenzenesulfonyl chlorides, perfluoroalkylnaphthalenesulfonyl chlorides, and their metal salts

  摘要：

  Meta-perfluoro-n-alkylbenzenesulfonyl chlorides and 1-perfluoro-n-alkylnaphthalene-5-sulfonyl chlorides were synthesized from the corresponding perfluoroalkylaromatics in good yield by the action of chlorosulfonic acid. From the acid chlorides, salts (RSO3M, where M = Li, K, Ba, Zn and Al) were prepared and their TGA curves obtained. With the exception of the aluminum salts, the materials were stable to at least 350-degrees-C. All the salts were essentially insoluble in Cl(CFClCF2)3-4Cl.

  DOI：

  10.1016/s0022-1139(00)80959-8
• 作为产物：
  描述：

  全氟辛基碘烷 、 1-碘萘 在 铜 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以96%的产率得到1-全氟正辛基萘
  参考文献：
  名称：

  Perfluoroalkylbenzenesulfonyl chlorides, perfluoroalkylnaphthalenesulfonyl chlorides, and their metal salts

  摘要：

  Meta-perfluoro-n-alkylbenzenesulfonyl chlorides and 1-perfluoro-n-alkylnaphthalene-5-sulfonyl chlorides were synthesized from the corresponding perfluoroalkylaromatics in good yield by the action of chlorosulfonic acid. From the acid chlorides, salts (RSO3M, where M = Li, K, Ba, Zn and Al) were prepared and their TGA curves obtained. With the exception of the aluminum salts, the materials were stable to at least 350-degrees-C. All the salts were essentially insoluble in Cl(CFClCF2)3-4Cl.

  DOI：

  10.1016/s0022-1139(00)80959-8

文献信息

• PERFLUOROALKYLATION OF AROMATIC COMPOUNDS WITH R_fI(Ph)OSO₂CF₃
  作者：Teruo Umemoto、Yuriko Kuriu、Hideo Shuyama

  DOI：10.1246/cl.1981.1663

  日期：1981.12.5

  Perfluoroalkylation of various aromatic compounds with perfluoroalkylphenyliodonium trifluoromethanesulfonate (FITS) under mild conditions was described. The reactivity of other perfluoroalkyliodonium salts was also examined.

  描述了在温和条件下用全氟烷基苯基碘鎓三氟甲磺酸盐 (FITS) 对各种芳族化合物进行全氟烷基化。还检查了其他全氟烷基碘盐的反应性。
• Synthesis of functionalized long-chain perfluoroalkanes from methyl halodifluoroacetates: a process of difluorocarbene insertion intocopper-carbon bonds
  作者：De-Bao Su、Jian-Xing Duan、An-Juan Yu、Qing-Yun Chen

  DOI：10.1016/s0022-1139(00)80465-0

  日期：1993.11

  organic halides in the presence of KF and catalytic amounts of CuI at 80–120 °C for 3–8 h in DMF gave long-chain perfluoroalkylated compounds which are considered to be former by the insertion of CF:2into carbon-copper bonds.

  在KF存在下，用有机卤化物处理XCF 2 CO 2 Me（X = Cl，Br），并在DMF中于80–120°C催化量的CuI处理3–8 h，得到长链全氟烷基化化合物，认为该化合物通过在碳-铜键中插入CF：2来形成前一键。
• Fluoroalkylation of aromatic compounds with per(poly)fluoroalkyl chlorides initiated by sodium dithionite in DMSO
  作者：Xiao-Ting Huang、Zheng-Yu Long、Qing-Yun Chen

  DOI：10.1016/s0022-1139(01)00442-0

  日期：2001.10

  Treatment of electron-rich aromatic and heteroaromatic. compounds with per(poly)fluoroalkyl chlorides in the presence of sodium dithionite in DMSO gives the corresponding fluoroalkylated products in moderate to good yields. The structures and yields of products depend mainly on the position and electron-donating ability of the substituents on the aromatic compounds. (C) 2001 Elsevier Science B.V. All rights reserved.
• Direct Functionalization of Polycyclic Aromatics via Radical Perfluoroalkylation
  作者：Yan Li、Cheng Li、Wan Yue、Wei Jiang、Ralf Kopecek、Jianqiang Qu、Zhaohui Wang

  DOI：10.1021/ol1007197

  日期：2010.5.21

  Direct functionalization of electron-deficient and electron-rich polycyclic aromatics via copper-mediated radical perfluoroalkylation was achieved in high yields.
• UMEMOTO, TERUO;KURIU, YURIKO;SHUYAMA, HIDEO, CHEM. LETT., 1981, N 12, 1663-1666
  作者：UMEMOTO, TERUO、KURIU, YURIKO、SHUYAMA, HIDEO

  DOI：——

  日期：——