1H,1H,7H-十二氟对甲苯磺酸庚酯 | 424-16-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1H,1H,7H-十二氟对甲苯磺酸庚酯
• 英文名称: 1,1,7-trihydroperfluoroheptyl toluenesulfonate
• 英文别名: toluene-4-sulfonic acid-(1H,1H,7H-dodecafluoro-heptyl ester)；Toluol-4-sulfonsaeure-(1H,1H,7H-dodecafluor-heptylester)；2,2,3,3,4,4,5,5,6,6,7,7-Dodecafluoroheptyl 4-methylbenzenesulfonate
• CAS: 424-16-8
• 化学式: C₁₄H₁₀F₁₂O₃S
• 分子量: 486.278
• InChiKey: OXJVZWUUXGCJLH-UHFFFAOYSA-N

物化性质

• 熔点：
  32
• 沸点：
  126/0.5mm
• 密度：
  1.592 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  15

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2905590090

反应信息

• 作为反应物：
  描述：

  1H,1H,7H-十二氟对甲苯磺酸庚酯 在 potassium iodide 作用下， 以 二乙二醇 为溶剂， 以82%的产率得到1H,1H,7H-碘代十二氟庚酯
  参考文献：
  名称：

  Shilin, S. V.; Florensova, O. N.; Chernov, N. F., Journal of general chemistry of the USSR, 1991, vol. 61, # 8.2, p. 1697 - 1699

  摘要：

  DOI：
• 作为产物：
  描述：

  十二氟庚醇 、 对甲苯磺酰氯 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 1H,1H,7H-十二氟对甲苯磺酸庚酯
  参考文献：
  名称：

  Facile syntheses of various per- or polyfluoroalkylated internal acetylene derivatives

  摘要：

  Treatment of per- or polyfluoroalkylated vinyl iodides 5 with 2 equiv. of n-BuLi in THF produced the corresponding lithium acetylides in situ, which were transformed into zinc acetylides by the addition of ZnCl2.TMEDA complex into the reaction mixture. The in situ generated zinc acetylides were exposed to the cross-coupling conditions such as ArI/cat. Pd(PPh3)(4), reflux, 6-12 h, giving rise to the desired per- or polyfluoroalkylated acetylenes in high yields. In the case of trifluoromethylated acetylene, commercially available 2-bromo-3,3,3-trifluoropropene 6 could also be used instead of 5 as the starting material. In the acetylenes having a fluoroalkyl group and an aliphatic side chain, vinyl iodides 7, prepared by radical addition of perfluoroalkyl iodide to terminal acetylenes, were treated with t-BuOK at room temperature or at the reflux temperature of benzene, affording the desired compounds in good yields. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01199-2

文献信息

• Catalysts for Promoting Direct Esterification of Fluoroalcohols
  作者：P. D. Faurote、J. G. O'Rear

  DOI：10.1021/ie50566a026

  日期：1957.2
• Shilin, S. V.; Florensova, O. N.; Chernov, N. F., Journal of general chemistry of the USSR, 1991, vol. 61, # 8.2, p. 1697 - 1699
  作者：Shilin, S. V.、Florensova, O. N.、Chernov, N. F.、Voronkov, M. G.

  DOI：——

  日期：——
• Some New Polyfluoroalkyl Halides, H(CF₂)_nCH₂X, and the Reactions of H(CF₂)_nCH₂I with Water, Sulfur and Selenium
  作者：P. D. Faurote、J. G. O'Rear

  DOI：10.1021/ja01600a052

  日期：1956.10
• YAMANAKA, HIROKI;KUWABARA, MASAKI;KOMORI, MASAHIRO;OTANI, MASUO;KASE, KOI+, J. CHEM. SOC. JAP., CHEM. AND IND. CHEM., 1983, N 1, 112-117
  作者：YAMANAKA, HIROKI、KUWABARA, MASAKI、KOMORI, MASAHIRO、OTANI, MASUO、KASE, KOI+

  DOI：——

  日期：——
• Facile syntheses of various per- or polyfluoroalkylated internal acetylene derivatives
  作者：Tsutomu Konno、Jungha Chae、Masashi Kanda、Go Nagai、Kazushige Tamura、Takashi Ishihara、Hiroki Yamanaka

  DOI：10.1016/s0040-4020(03)01199-2

  日期：2003.9

  Treatment of per- or polyfluoroalkylated vinyl iodides 5 with 2 equiv. of n-BuLi in THF produced the corresponding lithium acetylides in situ, which were transformed into zinc acetylides by the addition of ZnCl2.TMEDA complex into the reaction mixture. The in situ generated zinc acetylides were exposed to the cross-coupling conditions such as ArI/cat. Pd(PPh3)(4), reflux, 6-12 h, giving rise to the desired per- or polyfluoroalkylated acetylenes in high yields. In the case of trifluoromethylated acetylene, commercially available 2-bromo-3,3,3-trifluoropropene 6 could also be used instead of 5 as the starting material. In the acetylenes having a fluoroalkyl group and an aliphatic side chain, vinyl iodides 7, prepared by radical addition of perfluoroalkyl iodide to terminal acetylenes, were treated with t-BuOK at room temperature or at the reflux temperature of benzene, affording the desired compounds in good yields. (C) 2003 Elsevier Ltd. All rights reserved.