1,1,1,2,2-Pentafluoro-5-phenyl-5-sulfanylidenepentan-3-one | 255738-33-1

• 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: 1,1,1,2,2-Pentafluoro-5-phenyl-5-sulfanylidenepentan-3-one
• CAS: 255738-33-1
• 化学式: C₁₁H₇F₅OS
• 分子量: 282.234
• InChiKey: LBVSATGGATWGMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,1,1,2,2-Pentafluoro-5-phenyl-5-sulfanylidenepentan-3-one 、 cobalt(II) diacetate tetrahydrate 在 air 作用下， 以 乙醇 为溶剂， 生成 tris(1,1,1,2,2-pentafluoro-5-mercapto-5-phenyl-pent-4-en-3-onato)cobalt(III)
  参考文献：
  名称：

  Reimer, Mark L. J.; Westmore, John B.; Das, Manoranjan, Canadian Journal of Chemistry, 1992, vol. 70, # 3, p. 952 - 963

  摘要：

  DOI：

文献信息

• Geometrical isomerism and ¹⁹F NMR spectroscopy of octahedral perfluoroethyl- and perfluoropropyl-substituted β-diketonates and monothio-β-diketonates of rhodium(III)
  作者：Gary A Stern、John B Westmore

  DOI：10.1139/v99-133

  日期：1999.11.1

  In solution in acetone at room temperature, tris(perfluoropropanoyl and perfluorobutanoyl)benzoylmethanate complexes of rhodium(III) are shown by ¹⁹F NMR spectroscopy to exist as nearly statistical 1:3 mixtures of their respective fac and mer octahedral isomers, whereas the analogous perfluoroalkanoylthiobenzoylmethanate complexes have a fac-octahedral structure. For all four complexes studied, vicinal F-F coupling constants are too small (0-3 Hz) to lead to resolved multiplet peaks, so that perfluoroethyl groups show singlet resonances for their CF₃ groups. Since four-bond coupling constants are significantly larger, ~9 Hz, perfluoropropyl groups show the expected multiplet resonances for their CF₃ groups. In acetone, AB patterns, with geminal coupling constants equal to approx. 270 Hz, are observed for the CF₂ groups next to the chelate ring (except for the perfluoropropanoylthiobenzoylmethanate complex). (These observations are modified by solvent. In toluene, one of the AB patterns of a mer-octahedral complex collapses to a single peak.) The AB spectra, which are subject to substituent and solvent effects, can be interpreted in terms of perfluoroalkyl groups rotating rapidly about the C_ring-C_alkyl bond, with an unsymmetric double potential well, giving unequal rotamer populations. Changes in the spectra were not noticeable over the temperature range accessible in the acetone and toluene solvents used.Key words: rotation, perfluoroalkyl groups, fluorine NMR spectra, fluorine-fluorine coupling constants, fluorinatedβ-diketonate complexes, monothio-beta-diketonates, rhodium complexes.

  在室温下，三(全氟丙酰和全氟丁酰)苯甲酰亚胺铑(III)络合物在丙酮溶液中通过19F NMR光谱表明，它们存在于各自的fac和mer八面体异构体的近似统计1:3混合物中，而类似的全氟烷酰基硫代苯甲酰亚胺络合物具有fac-八面体结构。对于所研究的四种络合物，邻位F-F偶合常数太小(0-3 Hz)以至于不能导致分辨的多重峰，因此全氟乙基基团显示其CF3基团的单峰共振。由于四键偶合常数显着较大，约为9 Hz，全氟丙基基团显示其 基团的预期多重共振。在丙酮中，观察到AB图案，其相邻偶合常数等于约270 Hz，用于紧贴螯合环旁的CF2基团(除了全氟丙酰基硫代苯甲酰亚胺络合物)。(这些观察结果受溶剂影响。在甲苯中，一个mer-八面体配合物的AB图案会塌陷成一个单峰。)AB光谱受取代基和溶剂效应影响，可以解释为全氟烷基围绕Cring-Calkyl键快速旋转，具有不对称的双势阱，导致不均匀的旋转异构体种群。在使用的丙酮和甲苯溶剂的温度范围内，光谱变化不明显。关键词：旋转，全氟烷基团，氟NMR光谱，氟-氟偶合常数，氟化β-二酮络合物，单硫代β-二酮酸盐，铑络合物。
• Reimer, Mark L.J.; Westmore, John B.; Das, Manoranjan, Canadian Journal of Chemistry, 1993, vol. 71, # 9, p. 1450 - 1462
  作者：Reimer, Mark L.J.、Westmore, John B.、Das, Manoranjan

  DOI：——

  日期：——