N-(2,6-dichlorophenyl)triisopropylphosphoniothiocarbonyl amide | 367265-88-1

• 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: N-(2,6-dichlorophenyl)triisopropylphosphoniothiocarbonyl amide
• 英文别名: N-(2,6-dichlorophenyl)triisopropylphosphoniothiocarbonyl-amide；N-(2,6-dichlorophenyl)-1-tri(propan-2-yl)phosphaniumylmethanimidothioate
• CAS: 367265-88-1
• 化学式: C₁₆H₂₄Cl₂NPS
• 分子量: 364.319
• InChiKey: SZEJXAQXSVXSGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  13.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲烷磺酸 、 N-(2,6-dichlorophenyl)triisopropylphosphoniothiocarbonyl amide 以 氘代氯仿 为溶剂， 以88%的产率得到[N-(2,6-dichlorophenyl)thiocarbamoyl]triisopropylphosphonium methosulfate
  参考文献：
  名称：

  摘要：

  The reactions of the zwitterion derived from triisopropylphosphine and ethyl 2-cyanoacrylate with mercuric chloride and aryl isothiocyanates containing Cl atoms in the ortho positions of the benzene ring follow an unusual pathway because this zwitterion represents "latent" triisopropylphosphine due to the reversibility of the reaction of triisopropylphosphine with ethyl 2-cyanoacrylate. The molecular structures of the adducts of triisopropylphosphine with 2,6-dichloro- and 2,4,6-trichlorophenyl isothiocyanates were confirmed by X-ray diffraction study. Protonation of the adduct of triisopropylphosphine with 2,6-dichlorophenyl isothiocyanate occurred at the nitrogen atom, whereas methylation with methyl trifluoromethanesulfonate afforded an S-methylation product. The results of X-ray diffraction study of the resulting compounds are presented.

  DOI：

  10.1023/a:1009538620098
• 作为产物：
  描述：

  2,6-二氯异硫氰酸苯酯 、 [3-Ethoxy-3-oxo-2-[tri(propan-2-yl)phosphaniumylmethyl]prop-1-enylidene]azanide 以 甲苯 为溶剂， 反应 5.0h， 以85%的产率得到N-(2,6-dichlorophenyl)triisopropylphosphoniothiocarbonyl amide
  参考文献：
  名称：

  摘要：

  The reactions of the zwitterion derived from triisopropylphosphine and ethyl 2-cyanoacrylate with mercuric chloride and aryl isothiocyanates containing Cl atoms in the ortho positions of the benzene ring follow an unusual pathway because this zwitterion represents "latent" triisopropylphosphine due to the reversibility of the reaction of triisopropylphosphine with ethyl 2-cyanoacrylate. The molecular structures of the adducts of triisopropylphosphine with 2,6-dichloro- and 2,4,6-trichlorophenyl isothiocyanates were confirmed by X-ray diffraction study. Protonation of the adduct of triisopropylphosphine with 2,6-dichlorophenyl isothiocyanate occurred at the nitrogen atom, whereas methylation with methyl trifluoromethanesulfonate afforded an S-methylation product. The results of X-ray diffraction study of the resulting compounds are presented.

  DOI：

  10.1023/a:1009538620098

文献信息

• ——
  作者：Yu. G. Gololobov、M. A. Galkina、O. V. Dovgan、I. Yu. Krasnova、P. V. Petrovskii、M. Yu. Antipin、I. I. Voronzov、K. A. Lyssenko、R. Schmutzler

  DOI：10.1023/a:1009538620098

  日期：——

  The reactions of the zwitterion derived from triisopropylphosphine and ethyl 2-cyanoacrylate with mercuric chloride and aryl isothiocyanates containing Cl atoms in the ortho positions of the benzene ring follow an unusual pathway because this zwitterion represents "latent" triisopropylphosphine due to the reversibility of the reaction of triisopropylphosphine with ethyl 2-cyanoacrylate. The molecular structures of the adducts of triisopropylphosphine with 2,6-dichloro- and 2,4,6-trichlorophenyl isothiocyanates were confirmed by X-ray diffraction study. Protonation of the adduct of triisopropylphosphine with 2,6-dichlorophenyl isothiocyanate occurred at the nitrogen atom, whereas methylation with methyl trifluoromethanesulfonate afforded an S-methylation product. The results of X-ray diffraction study of the resulting compounds are presented.