4-methyl-1,1-diphenyl thiosemicarbazide | 129346-16-3

• 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: 4-methyl-1,1-diphenyl thiosemicarbazide
• 英文别名: [Ph2NNHC(S)NHMe]；4-Methyl-1,1-diphenyl-thiosemicarbazid；1-methyl-3-(N-phenylanilino)thiourea
• CAS: 129346-16-3
• 化学式: C₁₄H₁₅N₃S
• 分子量: 257.359
• InChiKey: YWMQPVNCPFTLJV-UHFFFAOYSA-N

物化性质

• 沸点：
  369.2±25.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  59.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-dichlorobis(triphenylphosphine)platinum(II) 、 4-methyl-1,1-diphenyl thiosemicarbazide 在 Et₃N 作用下， 以 甲醇 为溶剂， 以71%的产率得到[Pt(SC(=NNPh2)NMe)(PPh3)2]
  参考文献：
  名称：

  Platinum(II), palladium(II) and gold(III) complexes containing 1,1,4-trisubstituted thiosemicarbazide dianion ligands

  摘要：

  Reactions of cis-[PtCl2(PPh3)(2)] or [PdCl2(PPh3)(2)] with Ph2N-NHC(S)NHPh and excess triethylamine, in refluxing methanol gave the complexes [M{SC(=NPh)NNPh2}(PPh3)(2)] containing thiosemicarbazide dianion ligands. An analogous gold(III) complex containing the cyclo-aurated anilinopyridine ligand was also synthesised. A single crystal X-ray diffraction study was carried out on the complex [Pt{SC(=NPh)NNPh2}(PPh3)(2)] which confirmed the bonding of the thiosemicarbazide dianion ligand via sulfur and the nitrogen bearing the NPh2 substituent. In contrast, reaction of Ph2N-NHC(S)NHMe with cis-[PtCl2(PPh3)(2)] and excess triethylamine gave the complex [Pt{SC(=NNPh2)NMe}(PPh3)(2)], containing a Pt-NMe group, characterized spectroscopically. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(02)01257-4
• 作为产物：
  描述：

  异硫氰酸甲酯 、 N,N-二苯基肼 在 乙醇 作用下， 生成 4-methyl-1,1-diphenyl thiosemicarbazide
  参考文献：
  名称：

  Marckwald, Chemische Berichte, 1892, vol. 25, p. 3106,3107

  摘要：

  DOI：

文献信息

• KAUSS, V. YA.;LIEPINSH, EH. EH.;KALVINSH, I. YA.;LUKEVITS, EH., XIMIYA GETEROTSIKL. SOED.,(1990) N, S. 120-125
  作者：KAUSS, V. YA.、LIEPINSH, EH. EH.、KALVINSH, I. YA.、LUKEVITS, EH.

  DOI：——

  日期：——
• Marckwald, Chemische Berichte, 1892, vol. 25, p. 3106,3107
  作者：Marckwald

  DOI：——

  日期：——
• Platinum(II), palladium(II) and gold(III) complexes containing 1,1,4-trisubstituted thiosemicarbazide dianion ligands
  作者：William Henderson、Clifton E.F Rickard

  DOI：10.1016/s0020-1693(02)01257-4

  日期：2003.1

  Reactions of cis-[PtCl2(PPh3)(2)] or [PdCl2(PPh3)(2)] with Ph2N-NHC(S)NHPh and excess triethylamine, in refluxing methanol gave the complexes [MSC(=NPh)NNPh2}(PPh3)(2)] containing thiosemicarbazide dianion ligands. An analogous gold(III) complex containing the cyclo-aurated anilinopyridine ligand was also synthesised. A single crystal X-ray diffraction study was carried out on the complex [PtSC(=NPh)NNPh2}(PPh3)(2)] which confirmed the bonding of the thiosemicarbazide dianion ligand via sulfur and the nitrogen bearing the NPh2 substituent. In contrast, reaction of Ph2N-NHC(S)NHMe with cis-[PtCl2(PPh3)(2)] and excess triethylamine gave the complex [PtSC(=NNPh2)NMe}(PPh3)(2)], containing a Pt-NMe group, characterized spectroscopically. (C) 2002 Elsevier Science B.V. All rights reserved.