(4-fluoro-phenyl)-thiocarbamic acid O-ethyl ester | 404-47-7

• 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: (4-fluoro-phenyl)-thiocarbamic acid O-ethyl ester
• 英文别名: (4-Fluor-phenyl)-thiocarbamidsaeure-O-aethylester；O-Ethyl (4-fluorophenyl)carbamothioate；O-ethyl N-(4-fluorophenyl)carbamothioate
• CAS: 404-47-7
• 化学式: C₉H₁₀FNOS
• 分子量: 199.249
• InChiKey: FJKSGQKDJZLOTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-fluoro-phenyl)-thiocarbamic acid O-ethyl ester 在 高氯酸 、 mercury(II) perchlorate 、 sodium perchlorate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 ethyl 4-fluorophenylcarbamate
  参考文献：
  名称：

  Kinetics of the mercury(II) ion-promoted desulfurisation of thiocarbamates in aqueous solution

  摘要：

  In a 1% dioxane-water solvent in the presence of Hg2+ ions thiocarbamates p-RC6H4NHC(S)OEt (R = MeO, Me, H, F) rapidly form complexes of 2 thiocarbamate: 1 Hg2+ stoichiometry. In the presence of an excess of Hg2+ ions partial conversion to the 2:2-complexes probably occurs which decompose to the corresponding carbamates (p-RCH4NHCO2Et) and HgS. With R = NO2 the 2:2 complex is dominant even at low Hg2+ ion concentrations, and desulfurisation is then independent of [Hg2+] . Electron-withdrawal by R favours the 2:2 complex but decreases its rate of decomposition to products. The effects of changes in the hydrogen ion concentration suggest that ionisation of N-bound protons in the complexes favours reaction. A mechanism is suggested. The kinetic behaviour is somewhat similar to that found previously for thiobenzamides, but the new results suggest the mechanism previously proposed may need revision.

  DOI：

  10.1039/p29920001091
• 作为产物：
  描述：

  4-氟苯胺 在 氯仿 、 水 作用下， 生成 (4-fluoro-phenyl)-thiocarbamic acid O-ethyl ester
  参考文献：
  名称：

  LumiLVII。—替代物在化学反应中的抑制作用。第二部分。取代的芳基硫碳酰亚胺中异硫氰基的反应性

  摘要：

  DOI：

  10.1039/jr9310003285

文献信息

• KUPCHIK E. J.; HANKE H. E.; DIMARCO J. P.; CHESSARI R. J., J. CHEM. AND ENG. DATA, 1981, 26, NO 1, 105-106
  作者：KUPCHIK E. J.、 HANKE H. E.、 DIMARCO J. P.、 CHESSARI R. J.

  DOI：——

  日期：——
• Kinetics of the mercury(II) ion-promoted desulfurisation of thiocarbamates in aqueous solution
  作者：Derek P. N. Satchell、Rosemary S. Satchell、Wasfy N. Wassef

  DOI：10.1039/p29920001091

  日期：——

  In a 1% dioxane-water solvent in the presence of Hg2+ ions thiocarbamates p-RC6H4NHC(S)OEt (R = MeO, Me, H, F) rapidly form complexes of 2 thiocarbamate: 1 Hg2+ stoichiometry. In the presence of an excess of Hg2+ ions partial conversion to the 2:2-complexes probably occurs which decompose to the corresponding carbamates (p-RCH4NHCO2Et) and HgS. With R = NO2 the 2:2 complex is dominant even at low Hg2+ ion concentrations, and desulfurisation is then independent of [Hg2+] . Electron-withdrawal by R favours the 2:2 complex but decreases its rate of decomposition to products. The effects of changes in the hydrogen ion concentration suggest that ionisation of N-bound protons in the complexes favours reaction. A mechanism is suggested. The kinetic behaviour is somewhat similar to that found previously for thiobenzamides, but the new results suggest the mechanism previously proposed may need revision.
• CCCCLVII.—The inhibitory effect of substituents in chemical reactions. Part II. The reactivity of the isothiocyano-group in substituted arylthiocarbimides
  作者：Donald Wheeler Browne、George Malcolm Dyson

  DOI：10.1039/jr9310003285

  日期：——