N-(diphenylphosphoryl)-4-methylbenzenesulfonamide | 6002-24-0

• 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-(diphenylphosphoryl)-4-methylbenzenesulfonamide
• 英文别名: N-diphenylphosphinoxide-p-toluenesulphonamide；Diphenylphosphinsaeure-p-tosylamid；Diphenylphosphinsaeure-p-toluolsulfonsaeureamid；p-Tolylsulfonamino-diphenylphosphinsaeure；N-(Diphenylphosphinyl)-4-methylbenzenesulfonamide；N-diphenylphosphoryl-4-methylbenzenesulfonamide
• CAS: 6002-24-0
• 化学式: C₁₉H₁₈NO₃PS
• 分子量: 371.397
• InChiKey: UGEINFIVMLNKIQ-UHFFFAOYSA-N

物化性质

• 熔点：
  214-215 °C
• 沸点：
  531.0±43.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(diphenylphosphoryl)-4-methylbenzenesulfonamide 、 europium(III) trifluoromethanesulfonate 以 甲醇 为溶剂， 生成 europium(III) tris-N-diphenylphosphinoxide-p-toluenesulphonamide trifluoromethanesulphonate
  参考文献：
  名称：

  Highly luminescent lanthanide complexes based on dendrimeric phosphinoxides

  摘要：

  Novel ligands incorporating diphenylphosphinoxide groups form very stable and extremely luminescent complexes with Eu(III) and Tb(III) ions, when excited with UV radiation. Their luminescence is very stable in water media, indicating that water has no influence on vibronic OH quenching of the luminescence. Ligand 1, based on cyclotriphosphazene, contains six Ph2PO groups, whereas the ionisable compound 2 contains a bidentate model ligand (N-diphenylphosphinoxidep-toluenesulphonamide). Both ligands form lanthanide complexes very poorly soluble in water. The complex luminescence characteristics were investigated in aqueous media, but due to their incomplete solubilisation only qualitative data were obtained. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0925-8388(02)00021-x
• 作为产物：
  描述：

  二苯基乙氧基膦 在 potassium tert-butylate 作用下， 以 苯 为溶剂， 生成 N-(diphenylphosphoryl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Regitz,M.; Anschuetz,W., Chemische Berichte, 1969, vol. 102, # 7, p. 2216 - 2229

  摘要：

  DOI：

文献信息

• New class of P-stereogenic chiral Brønsted acid catalysts derived from chiral phosphinamides
  作者：Zhengxu S. Han、Hao Wu、Bo Qu、Yuwen Wang、Ling Wu、Li Zhang、Yibo Xu、Linglin Wu、Yongda Zhang、Heewon Lee、Frank Roschangar、Jeff J. Song、Chris H. Senanayake

  DOI：10.1016/j.tetlet.2019.06.013

  日期：2019.7

  A new class of NH Brønsted acid organocatalysts that feature P-stereogenic chirality was developed. These catalysts were prepared from P-stereogenic chiral phosphinamides and show similar reactivity to BINOL derived phosphoric acid toward the reduction of quinolines via transfer hydrogenation. It shows that stereoselectivity is induced by the P-chiral environment that is created by the substituents

  新型的N H布伦斯台德酸有机催化剂具有P-立体异构手性。从制备这些催化剂P -stereogenic手性phosphinamides和显示出类似的反应性衍生的BINOL磷酸朝向通过转移氢化喹啉的还原。它表明立体选择性是由P-手性环境诱导的，该P-手性环境是由附着在磷原子上的取代基所产生的，可以容易地对其进行调节和修饰。
• Regitz, Manfred; Bennyarto, Freddyan; Heydt, Heinrich, Liebigs Annalen der Chemie, 1981, # 6, p. 1044 - 1051
  作者：Regitz, Manfred、Bennyarto, Freddyan、Heydt, Heinrich

  DOI：——

  日期：——
• REGITZ M.; BENNYARTO F.; HEYDT H., LIEBIGS ANN. CHEM., 1981, NO 6, 1044-1051,
  作者：REGITZ M.、 BENNYARTO F.、 HEYDT H.

  DOI：——

  日期：——
• Regitz,M.; Anschuetz,W., Chemische Berichte, 1969, vol. 102, # 7, p. 2216 - 2229
  作者：Regitz,M.、Anschuetz,W.

  DOI：——

  日期：——
• Highly luminescent lanthanide complexes based on dendrimeric phosphinoxides
  作者：Marek Pietraszkiewicz、Jerzy Karpiuk、Krzysztof Staniszewski

  DOI：10.1016/s0925-8388(02)00021-x

  日期：2002.7

  Novel ligands incorporating diphenylphosphinoxide groups form very stable and extremely luminescent complexes with Eu(III) and Tb(III) ions, when excited with UV radiation. Their luminescence is very stable in water media, indicating that water has no influence on vibronic OH quenching of the luminescence. Ligand 1, based on cyclotriphosphazene, contains six Ph2PO groups, whereas the ionisable compound 2 contains a bidentate model ligand (N-diphenylphosphinoxidep-toluenesulphonamide). Both ligands form lanthanide complexes very poorly soluble in water. The complex luminescence characteristics were investigated in aqueous media, but due to their incomplete solubilisation only qualitative data were obtained. (C) 2002 Elsevier Science B.V. All rights reserved.