diphenyl isothiocyanide | 16523-56-1

• 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: diphenyl isothiocyanide
• 英文别名: diphenyl-phosphinothioic acid isothiocyanate；Diphenyl-thiophosphinigsaeureisothiocyanat；Diphenyl-thiophosphinyl-isothiocyanat；Diphenylphosphinthioyl-isothiocyanat；Diphenylphosphinothioyl isothiocyanate；isothiocyanato-diphenyl-sulfanylidene-λ5-phosphane
• CAS: 16523-56-1
• 化学式: C₁₃H₁₀NPS₂
• 分子量: 275.335
• InChiKey: BURBFXMRJHUQTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  diphenyl isothiocyanide 在 ammonium hydroxide 作用下， 生成 P,P-diphenylphosphinothioic amide
  参考文献：
  名称：

  Spence,R.A. et al., Australian Journal of Chemistry, 1969, vol. 22, p. 2359 - 2370

  摘要：

  DOI：
• 作为产物：
  描述：

  氯化二苯基硫磷 、 potassium thioacyanate 以 乙腈 为溶剂， 生成 diphenyl isothiocyanide
  参考文献：
  名称：

  Spence,R.A. et al., Australian Journal of Chemistry, 1969, vol. 22, p. 2359 - 2370

  摘要：

  DOI：

文献信息

• Towards Cationic Gallium Derivatives: Metallacycles from the Reactions of Organogallium Compounds with Tetraorganodichalcogenoimidodiphosphinates and a New <i>N</i> ‐(Diphenylthiophosphinyl)thioureato Ligand
  作者：Virginia Montiel‐Palma、Estefanía Huitrón‐Rattinger、Sara Cortés‐Llamas、Miguel‐Ángel Muñoz‐Hernández、Verónica García‐Montalvo、Eddie López‐Honorato、Cristian Silvestru

  DOI：10.1002/ejic.200400087

  日期：2004.9

  were obtained by facile methane elimination reactions from GaMe3 and the acidic ligands L1H [(XPPh2)2NH (X = O, S, Se), (OPPh2)(SPPh2)NH, and (OPMe2)(SPPh2)NH] and L2H [Ph2P(S)NHC(S)(C9H10N)] in toluene. Replacement of one phosphorus atom by a carbon atom in the ligand skeleton of L1H gave the new ligand L2H, which, upon reaction with GaMe3, gave compound 6, which shows no significant structural differences

  通式[Me2Gaη2-E,E'-[R2P(E)NP(E')R'2]}][R = R' = Ph, E = E' = O (1); R = R' = Ph, E = E' = S (2); R = R' = Ph, E = E' = Se (3); R = R' = Ph, E = O, E' = S (4); R = Me, R' = Ph, E = S, E' = O (5)] 和 [Me2Gaη2-S,S'-[Ph2P(S)NC(S)(C9H10N)]}] (6)通过从 GaMe3 和酸性配体 L1H [(XPPh2)2NH (X = O, S, Se)、(OPPh2)(SPPh2)NH 和 (OPMe2)(SPPh2)NH] 和 L2H [Ph2P (S)NHC(S)( )]在甲苯中。L1H 的配体骨架中的一个磷原子被一个碳原子取代得到新的配体 L2H，它与 GaMe3
• Reactions of Diphenylphosphinothioyl Isothiocyanate and Related Compounds with Some Nucleophiles and Carbodiimides
  作者：Iwao Ojima、Kin-ya Akiba、Naoki Inamoto

  DOI：10.1246/bcsj.46.2559

  日期：1973.8

  diphenylphosphinothioic acid by substitution reaction on the phosphorus atom, but reacted with amines by addition to the isothiocyanate group to afford diphenylphosphinothioylthioureas or their ammonium salts. Diphenylphosphine and p-toluenethiol, however, did not react with 1. On the contrary, diphenylphosphinothioyl isocyanate underwent only addition reaction with water, amine and thiol. Isothiocyanate

  二苯基硫代膦酰异硫氰酸酯 (1) 与醇、水和二苯基硫代膦酸反应，通过磷原子上的取代反应得到二苯基硫代膦酸的酯和酸酐，但与胺反应通过在异硫氰酸酯基团上加成得到二苯基硫代膦酰硫脲或它们的铵盐。然而，二苯基膦和对甲苯硫醇不与 1 反应。相反，二苯基硫代膦酰异氰酸酯仅与水、胺和硫醇发生加成反应。发现异硫氰酸酯 (1) 和对甲苯磺酰基异硫氰酸酯与碳二亚胺通过 C=S 键发生 1,2-环加成反应，生成 1,3-噻唑烷衍生物。
• EQUILIBRIUM OF THE ADDUCT FROM TRIBUTYLPHOSPHINE AND PHENYL ISOTHIOCYANATE AND³¹P-NMR CHEMICAL SHIFTS OF THE ADDUCTS FROM TRIBUTYLPHOSPHINE AND ISOTHIOCYANATES
  作者：Kin-ya Akiba、Toshio Yoneyama、Naoki Inamoto

  DOI：10.1246/cl.1974.561

  日期：1974.6.5

  Equilibrium constants of the adduct (3c) from tributylphosphine (4) and phenyl isothiocyanate (5c) were measured in some solvents and 31P-NMR chemical shifts of the adducts (3) from (4) and isothiocyanates (RNCS) (5) were measure in DMF and correlated linearly with the σp values of the R groups.

  在某些溶剂中测量了来自三丁基膦 (4) 和苯基异硫氰酸酯 (5c) 的加合物 (3c) 的平衡常数，并测量了来自 (4) 的加合物 (3) 和异硫氰酸酯 (RNCS) (5) 的 31 P-NMR 化学位移在 DMF 中并与 R 组的 σp 值线性相关。
• N-(Chalcogen)phosphorylated (chalcogen)ureas of zinc and cadmium(<scp>ii</scp>): SSPs for group 12–16 thin films
  作者：Iván D. Rojas-Montoya、Alicia Santana-Silva、Verónica García-Montalvo、Miguel-Ángel Muñoz-Hernández、Margarita Rivera

  DOI：10.1039/c4nj00482e

  日期：——

  The bis-chelates of zinc (7–11) and cadmium (12–17) with general formula [MR2P(X)NC(Y)NR′-η2-X,Y}2] were obtained from ligands 1–6 (iPr2P(X)NHC(Y)NC4H8: 1: X = S, Y = S; 2: X = S, Y = O; 3: X = O, Y = S; 4: X = S, Y = Se, 5: X = Se, Y = S; Ph2P(X)NC(Y)NC5H10: 6: X = S, Y = S). 4 and cadmium complex 15 are the first examples of this ligand system with carbon-bonded selenium as a donor atom. All the

  锌（的双-螯合物7-11）和镉（12-17）与通式[M R 2 P（X）NC（Y）NR'-η 2 -X，Y} 2 ]从配位体获得的1–6（i Pr 2 P（X）NHC（Y）NC 4 H 8：1：X = S，Y = S; 2：X = S，Y = O; 3：X = O，Y = S; 4：X = S，Y = SE，5：X = SE，Y = S； Ph 2 P（X）NC（Y）NC 5 H 10：6：X = S，Y = S）。4和镉络合物15是该配体系统的第一个例子，其中碳键合的硒作为供体原子。所有化合物均通过FTIR和多核NMR光谱学以及微量分析进行了表征。配合物的分子结构1，7，8，11，和15是由单晶X射线衍射阐明。对金属配合物进行了热重分析（TGA）和热解实验。通过扫描电子显微镜-能量色散光谱法（SEM-EDS）和X射线粉末衍射（XRPD）分析选定的热解残留物。值得注意的是，镉络合物13在
• N-Thiophosphoryl imines: convenient substrates in the aza-Henry reaction
  作者：Kuang Hu、Chungui Wang、Xinpeng Ma、Youming Wang、Zhenghong Zhou、Chuchi Tang

  DOI：10.1016/j.tetasy.2009.08.025

  日期：2009.9

  N-diethoxythiophosphorylimines 1 and N-diphenylthiophosphinoylimines 2 exhibited good reactivity in the aza-Henry reaction. The corresponding products were obtained in excellent chemical yields under mild conditions. Moreover, the asymmetric version of the N-thiophosphoryl imine 1-based aza-Henry reaction was also realized with ee values up to 87% by employing Takemoto’s thiourea as the catalyst.

  在1,1,3,3-四甲基胍（TMG）的存在下，N-二乙氧基硫代膦酰亚胺1和N-二苯硫代膦基酰亚胺2在氮杂-亨利反应中表现出良好的反应性。在温和条件下以优异的化学产率获得了相应的产物。此外，通过采用竹本的硫脲作为催化剂，还实现了基于N-硫代磷酰基亚胺1的不对称形式的氮杂-亨利反应，ee值高达87％。