二苯基(异硫氰酸基)磷酸酯 | 5401-14-9

• 物质功能分类: 化学试剂 - 有机试剂 - 硫氰酸盐/异硫氰酸酯
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 二苯基(异硫氰酸基)磷酸酯
• 英文名称: phosphor(isothiocyanatidic) acid diphenyl ester
• 英文别名: diphenyl phosphoro(isothiocyanidate)；diphenyl phosphor(isothiocyanidate)；diphenyl isothiocyanophosphate；Isothiocyanatophosphorsaeure-diphenylester；diphenyl (isothiocyanato)phosphate；Diphenoxyphosphinyl isothiocyanate；[isothiocyanato(phenoxy)phosphoryl]oxybenzene
• CAS: 5401-14-9
• 化学式: C₁₃H₁₀NO₃PS
• 分子量: 291.267
• InChiKey: QYGWFFSAYBRMHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  二苯基(异硫氰酸基)磷酸酯 生成 [Dipropylphosphanyl-(dipropyl-phosphinothioyl)-methyl]-phosphoramidic acid diphenyl ester
  参考文献：
  名称：

  Herrmann, Eckhard; Wilhelm, Heike; Ohms, Gisela, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 75, # 1-4, p. 111 - 114

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 potassium thioacyanate 、 乙腈 作用下， 生成 二苯基(异硫氰酸基)磷酸酯
  参考文献：
  名称：

  Lewtschenko; Shmurowa, Ukrainskij Khimicheskij Zhurnal, 1956, vol. 22, p. 623,626

  摘要：

  DOI：

文献信息

• Phosphorus-Nitrogen Compounds XVIII: Hydrazides and Thiosemicarbazides
  作者：L.A. Cates、T.L. Lemke

  DOI：10.1002/jps.2600631114

  日期：1974.11

  Abstract: Phenylphosphono(thio)dihydrazides and phosphorylated thiosemicarbazides were synthesized for anticancer testing, and some of these agents displayed chelation properties. Reactions involving methylhydrazine resulted in substitution of N 1 -protons. A study of diphenylphosphoro and phosphoramidomethylhydrazides also indicated that the N 1 -phosphorylated isomers are predominately formed.

  摘要：合成了苯基膦酰基（硫代）二酰肼和磷酸化的硫代氨基甲酰肼用于抗癌试验，其中一些试剂表现出螯合性能。涉及甲基肼的反应导致N 1-质子的取代。对二苯基磷和磷酰氨基甲基酰肼的研究还表明，主要形成了N 1-磷酸化的异构体。
• Pseudohalogenation of Phosphites
  作者：Enxue Shi、Chengxin Pei

  DOI：10.1055/s-2004-834898

  日期：——

  A new type of Atherton-Todd reaction for a convenient pseudohalogenation of phosphites has been developed. Direct azidation, cyanation, and thiocyanation of (RO)2P(O)H (R = Et, i-Bu, Ph) were accomplished readily with sodium pseudohalides in acetonitrile under mild modified Atherton-Todd conditions. The corresponding phosphorochloridates were demonstrated by GC/MS to be the intermediates. Pseudohalogenations of ethyl phenylphosphinate and diphenylphosphine oxide were also investigated.

  开发了一种用于膦酸酯便捷伪卤化的Atherton-Todd反应新类型。在温和改良的Atherton-Todd条件下，通过乙腈中的钠伪卤化物，(RO)2P(O)H（R = Et, i-Bu, Ph）的直接叠氮化、氰化和硫氰化反应得以轻松完成。气相色谱/质谱（GC/MS）显示相应的磷酰氯化物是中间体。还研究了乙基苯膦酸酯和二苯基膦氧化物的伪卤化反应。
• Phase‐Transfer Catalyzed Pseudohalogenation of Phosphorochloridates
  作者：Enxue Shi、Chengxin Pei

  DOI：10.1081/scc-200050359

  日期：2005.3.1

  Pseudohalogenation of phosphorochloridates by sodium pseudohalides with different phase transfer catalysts and solvents was optimized. Dialkyl and diaryl phosphorazidates phosphorocyanidates, and phosphor(isothiocyanidate)s were prepared in good yields from phosphorochloridates under two kinds of mild phase‐transfer catalyzed conditions respectively.

  摘要 优化了拟卤化钠在不同相转移催化剂和溶剂下拟卤代磷酰氯的反应。分别在两种温和的相转移催化条件下，从氯化磷中以良好的收率制备了二烷基和二芳基磷酰叠氮磷酰氰化物和磷（异硫氰化物）。
• Microwave-Assisted Solvent-Free Synthesis of Pseudohalophosphates
  作者：Enxue Shi、Junhua Xiao、Chengxin Pei、Jisheng Chen

  DOI：10.1080/00397911.2010.517367

  日期：2011.10.15

  Abstract A rapid, efficient, solvent-free, and catalyst-free procedure has been developed for the synthesis of pseudohalophosphates from phosphorochloridate and sodium (or potassium) pseudohalides under microwave irradiation. Diethyl, diisobutyl, and diphenyl phosphorazidates, phosphorocyanidates, and phosphor(isothiocyanidate)s 2a–2i were prepared in good yields under mild conditions.

  摘要 已开发出一种快速、高效、无溶剂和无催化剂的方法，用于在微波辐射下从氯化磷和拟卤化钠（或钾）合成拟卤代磷酸盐。在温和的条件下以良好的收率制备了二乙基、二异丁基和二苯基叠氮化磷酸酯、氰化磷酸酯和磷（异硫氰酸酯）2a-2i。
• A Neutral 1D Coordination Polymer Constructed from the Ni ^II Complex of the <i>N</i> ‐Phosphorylated Thiourea PhNHC(S)NHP(O)(OPh) ₂ and Pyrazine: A Single‐Source Precursor for Nickel Nanoparticles
  作者：Maria G. Babashkina、Damir A. Safin、Koen Robeyns、Yann Garcia

  DOI：10.1002/ejic.201402278

  日期：2015.3

  The N-phosphorylated thiourea PhNHC(S)NHP(O)(OPh)2 (HL) was synthesized by the reaction of PhNH2 and (PhO)2P(O)NCS. Reaction of the KL salt, generated in situ, with NiCl2 leads to pale violet [NiL2] with a 1,3-N,S- coordination mode of the ligands. Interaction of [NiL2] with pyrazine (pz) yields the 1:1 coordination polymer [NiL2pz]n. An unexpected change in the coordination mode of the phosphorus-containing

  N-磷酸化硫脲 PhNHC(S)NHP(O)(OPh)2 (HL) 由 PhNH2 和 (PhO)2P(O)NCS 反应合成。原位生成的 KL 盐与 NiCl2 的反应导致淡紫色 [NiL2]，配体为 1,3-N,S-配位模式。[NiL2] 与吡嗪 (pz) 的相互作用产生 1:1 配位聚合物 [NiL2pz]n。在 [NiL2pz]n 中发现了含磷配体 L 的配位模式从 1,3-N,S- 到 1,5-O,S- 的意外变化。[NiL2pz]n 溶解在三正辛基膦 (TOP) 中，在热十六胺中分解，得到平均粒径为 17(2) nm 的封端面心立方 Ni 纳米粒子。© 2014 WILEY-VCH Verlag GmbH & Co. KGaA，魏因海姆。