diethyl-2,2,2-trichloroacetylphosphoramidate | 7109-22-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: diethyl-2,2,2-trichloroacetylphosphoramidate
• 英文别名: N--trichloressigsaeure-amid；N-Trichloracetyl-phosphorsaeureamid-diaethylester；O,O-Diaethyl-N-trichloracetylamido-phosphat；Trichloracetyl--amin；trichloroacetyl-amidophosphoric acid diethyl ester；Trichloracetyl-amidophosphorsaeure-diaethylester；diethyl N-(trichloroacetyl)-phosphoramidate；2,2,2-trichloro-N-diethoxyphosphorylacetamide
• CAS: 7109-22-0
• 化学式: C₆H₁₁Cl₃NO₄P
• 分子量: 298.49
• InChiKey: VRLXNHLIKDPHTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  terbium(III) chloride 、 diethyl-2,2,2-trichloroacetylphosphoramidate 、 氯化(1-丁基-3-甲基咪唑) 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 生成 [1-butyl-3-methylimidazolium][Tb(diethyl-2,2,2-trichloroacetylphosphoramidate)₄]
  参考文献：
  名称：

  Highly Luminescent Salts Containing Well-Shielded Lanthanide-Centered Complex Anions and Bulky Imidazolium Countercations

  摘要：

  Four salts containing imidazolium cations and europium(III)- or terbium(III)-centered complex anions have been successfully synthesized from an ethanol/H2O solution. The single-crystal X-ray diffraction analyses reveal that these compounds have a common formula of [R] [Ln(DETCAP)(4)] [R = 1-ethyl-3-methylimidazolium (C(2)mim), Ln = Eu (1) and Tb (2); R = 1-butyl-3-methylimidazolium (C(4)mim), Ln = Eu (3) and Tb (4); DETCAP = diethyl-2,2,2-trichloroacetylphosphoramidate], in which the lanthanide centers are chelated by four chelating pseudo-beta-diketonate ligands (DETCAP)(-), forming the respective complex anions. Their thermal behaviors and stabilities were also investigated to study the role of the length of the side chain in the cations. Fluorescence measurements at both room temperature and liquid-nitrogen temperature show that these materials show intense characteristic europium(III) or terbium(III) emissions and have long decay times. Their overall quantum yields were determined to be in the range of 30-49%.

  DOI：

  10.1021/ic500979p
• 作为产物：
  描述：

  N--trichlor-iminoessigsaeure-aethylester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 diethyl-2,2,2-trichloroacetylphosphoramidate
  参考文献：
  名称：

  Shevchenko,V.I.; Koval',A.A., Journal of general chemistry of the USSR, 1967, vol. 37, p. 1053 - 1060

  摘要：

  DOI：

文献信息

• Tautomerism of N-acylphosphoramidic esters and N-acyl phosphinic amides
  作者：M. I. Kabachnik、V. A. Gilyarov、Chang Cheng-tieh、E. I. Matrosov

  DOI：10.1007/bf00907225

  日期：1962.9
• Kirsanow; Derkatsch, Zhurnal Obshchei Khimii, 1956, vol. 26, p. 2631,2637; engl. Ausg. S. 2935, 2940
  作者：Kirsanow、Derkatsch

  DOI：——

  日期：——
• Steinkopf, Chemische Berichte, 1908, vol. 41, p. 3585
  作者：Steinkopf

  DOI：——

  日期：——
• Shevchenko,V.I.; Koval',A.A., Journal of general chemistry of the USSR, 1967, vol. 37, p. 1053 - 1060
  作者：Shevchenko,V.I.、Koval',A.A.

  DOI：——

  日期：——
• Highly Luminescent Salts Containing Well-Shielded Lanthanide-Centered Complex Anions and Bulky Imidazolium Countercations
  作者：Si-Fu Tang、Chantal Lorbeer、Xinjiao Wang、Pushpal Ghosh、Anja-Verena Mudring

  DOI：10.1021/ic500979p

  日期：2014.9.2

  Four salts containing imidazolium cations and europium(III)- or terbium(III)-centered complex anions have been successfully synthesized from an ethanol/H2O solution. The single-crystal X-ray diffraction analyses reveal that these compounds have a common formula of [R] [Ln(DETCAP)(4)] [R = 1-ethyl-3-methylimidazolium (C(2)mim), Ln = Eu (1) and Tb (2); R = 1-butyl-3-methylimidazolium (C(4)mim), Ln = Eu (3) and Tb (4); DETCAP = diethyl-2,2,2-trichloroacetylphosphoramidate], in which the lanthanide centers are chelated by four chelating pseudo-beta-diketonate ligands (DETCAP)(-), forming the respective complex anions. Their thermal behaviors and stabilities were also investigated to study the role of the length of the side chain in the cations. Fluorescence measurements at both room temperature and liquid-nitrogen temperature show that these materials show intense characteristic europium(III) or terbium(III) emissions and have long decay times. Their overall quantum yields were determined to be in the range of 30-49%.