N-(diisopropoxyphosphoryl)-N'-phenyl-thiocarbamide | 89207-06-7

• 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: N-(diisopropoxyphosphoryl)-N'-phenyl-thiocarbamide
• 英文别名: N-(diisopropoxyphosphoryl)-N'-phenylthiocarbamide；N-(diisopropoxyphosphinyl)-N'-phenylthiourea；N-diisopropoxyphosphoryl-N'-(phenyl)thiourea；N-diisopropoxyphosphinyl-N'-phenylthiourea；N-phenyl-N'-diisipropoxyphosphorylthiourea；N-phenyl-N'-diisopropoxyphosphorylthiourea；1-di(propan-2-yloxy)phosphoryl-3-phenylthiourea
• CAS: 89207-06-7
• 化学式: C₁₃H₂₁N₂O₃PS
• 分子量: 316.361
• InChiKey: BDRPLNWLTCUDDQ-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C
• 沸点：
  380.3±25.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(diisopropoxyphosphoryl)-N'-phenyl-thiocarbamide 在 三乙胺 、 对苯二酚 作用下， 以 正己烷 、 苯 为溶剂， 反应 2.0h， 生成 N¹,N²-diphenyl-N³-diisopropoxyphosphinoylguanidine
  参考文献：
  名称：

  Kamalov, R. M.; Khailova, N. A.; Pudovik, M. A., Russian Journal of General Chemistry, 1994, vol. 64, # 6.1, p. 837 - 841

  摘要：

  DOI：
• 作为产物：
  描述：

  硫代磷酸 O,O'-二异丙基酯 生成 N-(diisopropoxyphosphoryl)-N'-phenyl-thiocarbamide
  参考文献：
  名称：

  Zimin, M. G.; Zabirov, N. G.; Kamalov, R. M., Journal of general chemistry of the USSR, 1986, vol. 56, # 12, p. 2353 - 2358

  摘要：

  DOI：

文献信息

• Specific Features of the Structure of Chelate Complexes of N-Thiocarbamoylamidophosphates with Zn(II) and Cd(II) Cations
  作者：F. D. Sokolov、D. A. Safin、N. G. Zabirov、P. V. Zotov、R. A. Cherkasov

  DOI：10.1007/s11176-006-0014-2

  日期：2005.12

  The reaction of potassium salts of N-thiocarbamoylamidophosphates RC(S)NHP(O)(OPr-i)2X [X = PhNH, p-MeOPhNH, p-BrPhNH, i-PrNH, t-BuNH, Et2N, C5H10N, OC4H8N, C6H11NH] with Zn(II) cation gives complexes of the composition Zn(L-O,S)2. The Cd(II) complexes could not be isolated under analogous conditions because of their hydrolytic lability. The reaction of thioureas (X = PhNH, p-MeOPhNH) with Cd(II) acetate in DMF provides stable solvato complexes of the composition Cd(DMF)2L2. The structure of the resulting compounds was studied by means of IR, 1H, and 31P NMR spectroscopy and EI and ESI mass spectrometry.

  N-硫代氨基甲酰氨基磷酸钾盐的反应 RC(S)NHP(O)(OPr-i)2X [X = PhNH, p-MeOPhNH, p-BrPhNH, i-PrNH, t-BuNH, Et2N, C5H10N, OC4H8N, C6H11NH] 与 Zn(II) 阳离子生成组成为 Zn(L-O,S)2 的络合物。 Cd(II) 配合物由于其水解不稳定性而无法在类似条件下分离。硫脲 (X = PhNH, p-MeOPhNH) 与乙酸 Cd(II) 在 DMF 中反应，得到组成为 Cd(DMF)2L2 的稳定溶剂化配合物。通过IR、1H和31P NMR光谱以及EI和ESI质谱研究了所得化合物的结构。
• Synthesis and characterization of tetraphenylphosphonium salts of N-phosphorylated thioureas and bis-thioureas
  作者：M. A. Samakbaeva、M. G. Babashkina、A. Yu. Isaev、D. A. Safin

  DOI：10.1007/s11172-018-2284-3

  日期：2018.9

  Tetraphenylphosphonium salts of N-phosphorylated thioureas and bio-thioureas were synthesized by the reactions of their sodium salts with PPh4Br in 96% aqueous EtOH. The structures of compounds obtained were studied by IR spectroscopy, 1H and 31P1H} NMR spectroscopy, and electrospray ionization mass spectrometry; their compositions were confirmed by elemental analysis.

  N-磷酸化硫脲和生物硫脲的四苯基鏻盐是通过它们的钠盐与 PPh4Br 在 96% 乙醇水溶液中的反应合成的。通过红外光谱、1H和31P1H}核磁共振谱、电喷雾电离质谱对所得化合物的结构进行了研究；它们的成分经元素分析证实。
• Kamalov, R. M.; Khailova, N. A.; Pudovik, M. A., Journal of general chemistry of the USSR, 1989, vol. 59, # 12.1, p. 2383 - 2387
  作者：Kamalov, R. M.、Khailova, N. A.、Pudovik, M. A.、Pudovik, A. N.

  DOI：——

  日期：——
• Monodentate S-vs. bidentate 1,5-O,S-coordination of N-phosphoryl-N′-(R)-thioureas with Pd(II)
  作者：Damir A. Safin、Felix D. Sokolov、Łukasz Szyrwiel、Sergey V. Baranov、Maria G. Babashkina、Timur R. Gimadiev、Henryk Kozlowski

  DOI：10.1016/j.poly.2008.03.012

  日期：2008.6

  Reaction of N-phosphorylated thioureas of common formula RNHC(S)NHP(O)(OiPr)(2) (R = rBu, HL1:R = Ph, HLII; R = 4'-benzo- I 5-crown-5, HLIII) with Pd(PhCN)(2)Cl-2 in acetonitrile leads to complexes of the structure Pd(HL1-S)(2)Cl-2 (1), Pd(HLII-S)(2)Cl-2 (2) and Pd(HLIII-S)(2)Cl-2 (3). Reaction of N-phosphorylated thioureas of common formula RC(S)NHP(O)(OiPr)(2) (R = Et2N, HLIV; R = morpholine-N-yl, HLV) in the same conditions leads to complexes Pd(L-IV-O,S)(2) (4) and Pd(L-V-O,S)(2) (5), where the palladium(II) atoms are coordinated in a square-planar fashion by the C=S sulfur atoms and the P=O oxygen atoms of two anionic ligands. The crystal structure of complex I has been investigated by X-ray crystallography. It was established that the thiourea ligands are in a trans-configuration and the palladium(II) cation is coordinated by the sulfur atoms of the C=S groups and the chlorine atoms. Complex 1 is the first example of palladium(II) complex in which the potentially chelating N-phosphorylated thiourea ligand is bound through the sulfur atom only. (C) 2008 Elsevier Ltd. All rights reserved.
• Intramolecular hydrogen bond controlled monodentate S-coordination of N-phosphoryl-N′-(R)-thioureas with Pd(II)
  作者：Damir A. Safin、Łukasz Szyrwiel、Sergey V. Baranov、Felix D. Sokolov、Maria G. Babashkina、Henryk Kozlowski

  DOI：10.1016/j.inoche.2007.12.034

  日期：2008.3

  Reaction of N-phosphorylated thioureas RNHC(S)NHP(O)(OiPr)(2) (R = tBu, HLI; R = Ph, HLII; R = 4 '-benzo-15-crown-5, HLIII) with Pd(PhCN)(2)Cl-2 in acetonitrile leads to complexes of formulae Pd(HLI-S)(2)Cl-2 (1), Pd(HLII-S)(2)Cl-2 (2) and Pd(HLIII-S)(2)Cl-2 (3). The crystal structure of complex 1 has been investigated by X-ray crystallography. It was established that the thiourea ligands are in a trans-configuration and the palladium(II) cation is coordinated by the sulfur atoms of the C=S groups and the chlorine atoms. Complex 1 is the first example of palladium(II) complex in which the potentially chelating N-phosphorylated thiourea ligand is bound through the sulfur atom only. (C) 2008 Elsevier B.V. All rights reserved.