Methansulfonamido-phosphorsaeure-diaethylester | 7109-18-4

• 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: Methansulfonamido-phosphorsaeure-diaethylester
• 英文别名: -methansulfonylamin；N--methansulfonsaeureamid；N-(Diethoxyphosphoryl)methanesulfonamide；N-diethoxyphosphorylmethanesulfonamide
• CAS: 7109-18-4
• 化学式: C₅H₁₄NO₅PS
• mdl: MFCD06809599
• 分子量: 231.21
• InChiKey: ULEXYUUNVZAZRC-UHFFFAOYSA-N

物化性质

• 熔点：
  96-96.5 °C
• 沸点：
  122-124 °C(Press: 0.15 Torr)
• 密度：
  1.2078 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methansulfonamido-phosphorsaeure-diaethylester 在 potassium tert-butylate 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Organophosphorus ligands with XPNSO skeleton (X = O, S) and their Pd(II) complexes. Crystal and molecular structure of [{XP(OEt)2}(O2SR)]NH (X = O, R = Me, Ph; X = S, R = C6H4Cl-4) and Pd[{SP(OEt)2}(O2SC6H4Cl-4)N]2

  摘要：

  Several organophosphorus acids of type [{XP(OEt)(2))(O2SR)]NH [X= O, R= Me (1), Ph (2), C6H4CH3-4 (3); X = S, R = C6H4Cl-4 (4)] were obtained by a method based on the reaction between (EtO)(2)P(X)NHLi and the corresponding organosulfonyl chloride. They were subsequently deprotonated with KOBut. Salt metathesis reactions between PdCl2 and the corresponding potassium salts K[{XP(OEt)(2))(O2SR)N] [X = O, R = Me (5), Ph (6), C6H4CH3-4 (7); X = S. R = C6H4Cl-4 (8)] in a 1:2 molar ratio resulted in palladium(II) complexes of type Pd[{XP(OEt)(2))(O2SR)N](2) [X = O, R = Me (9), Ph (10), C6H4CH3-4 (11); X = S, R = C6H4Cl-4 (12)]. In a similar way was obtained the palladium(II) complex Pd[(SPPh2)(O2SPh)N](2) (13), using the appropriate reagents. All compounds were characterized by multinuclear NMR (H-1, C-13, P-31) and infrared spectroscopy. The potassium salts and the palladium complexes were investigated also by mass spectrometry. Single-crystal X-ray diffraction studies revealed a layered supramolecular assembly in case of acid 1, a monomeric structure for compound 4, while in case of compound 2 dimeric associations are formed in the solid state by NH center dot center dot center dot OP hydrogen bonding. A trans-S,N-coordination pattern of the organophosphorus ligand was found in the palladium complex 12. Moreover, short Cl center dot center dot center dot H contacts result in a polymeric [Pd[{SP(OEt)(2)}(O2SC6H4Cl-4)N](2)](n) chain. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.01.023
• 作为产物：
  描述：

  Triethyl methanesulfonylimidophosphate 以 乙醇 为溶剂， 生成 Methansulfonamido-phosphorsaeure-diaethylester
  参考文献：
  名称：

  Goerdeler,J.; Ullmann,H., Chemische Berichte, 1961, vol. 94, p. 1067 - 1074

  摘要：

  DOI：

文献信息

• Goerdeler,J.; Ullmann,H., Chemische Berichte, 1961, vol. 94, p. 1067 - 1074
  作者：Goerdeler,J.、Ullmann,H.

  DOI：——

  日期：——
• Organophosphorus ligands with XPNSO skeleton (X = O, S) and their Pd(II) complexes. Crystal and molecular structure of [{XP(OEt)2}(O2SR)]NH (X = O, R = Me, Ph; X = S, R = C6H4Cl-4) and Pd[{SP(OEt)2}(O2SC6H4Cl-4)N]2
  作者：Dorel Oltean、Alpar Pöllnitz、Anca Silvestru

  DOI：10.1016/j.poly.2013.01.023

  日期：2013.4

  Several organophosphorus acids of type [XP(OEt)(2))(O2SR)]NH [X= O, R= Me (1), Ph (2), C6H4CH3-4 (3); X = S, R = C6H4Cl-4 (4)] were obtained by a method based on the reaction between (EtO)(2)P(X)NHLi and the corresponding organosulfonyl chloride. They were subsequently deprotonated with KOBut. Salt metathesis reactions between PdCl2 and the corresponding potassium salts K[XP(OEt)(2))(O2SR)N] [X = O, R = Me (5), Ph (6), C6H4CH3-4 (7); X = S. R = C6H4Cl-4 (8)] in a 1:2 molar ratio resulted in palladium(II) complexes of type Pd[XP(OEt)(2))(O2SR)N](2) [X = O, R = Me (9), Ph (10), C6H4CH3-4 (11); X = S, R = C6H4Cl-4 (12)]. In a similar way was obtained the palladium(II) complex Pd[(SPPh2)(O2SPh)N](2) (13), using the appropriate reagents. All compounds were characterized by multinuclear NMR (H-1, C-13, P-31) and infrared spectroscopy. The potassium salts and the palladium complexes were investigated also by mass spectrometry. Single-crystal X-ray diffraction studies revealed a layered supramolecular assembly in case of acid 1, a monomeric structure for compound 4, while in case of compound 2 dimeric associations are formed in the solid state by NH center dot center dot center dot OP hydrogen bonding. A trans-S,N-coordination pattern of the organophosphorus ligand was found in the palladium complex 12. Moreover, short Cl center dot center dot center dot H contacts result in a polymeric [Pd[SP(OEt)(2)}(O2SC6H4Cl-4)N](2)](n) chain. (C) 2013 Elsevier Ltd. All rights reserved.