1-(1-adamantyl)-2-mercaptoimidazole | 1152533-06-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 1-(1-adamantyl)-2-mercaptoimidazole
• 英文别名: 3-(1-adamantyl)-1H-imidazole-2-thione
• CAS: 1152533-06-6
• 化学式: C₁₃H₁₈N₂S
• mdl: MFCD10689950
• 分子量: 234.365
• InChiKey: XSJLHGAUGIRUTH-UHFFFAOYSA-N

物化性质

• 沸点：
  335.9±25.0 °C(predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.769
• 拓扑面积：
  47.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(1-adamantyl)-2-mercaptoimidazole 在 钾硼氢 作用下， 以 甲苯 为溶剂， 反应 216.0h， 以50%的产率得到
  参考文献：
  名称：

  Synthesis and Structural Characterization of Tris(2-mercapto-1-adamantylimidazolyl)hydroborato Complexes: A Sterically Demanding Tripodal [S₃] Donor Ligand

  摘要：

  The tris(2-mercapto-1-adamantylimidazolyl)hydroborato ligand, [Tm-Ad], has been synthesized via the reaction of 1-adamantyl-2-mercaptoimidazole with MBH4 (M = Li, K). [Tm-Ad]M has been used to synthesize a variety of compounds of the main-group and transition elements, including [TmA(d)]ZnI, {[Tm-Ad]GaI}[GaI4], {[Tm-Ad]GaCl} [GaCl4], {[Tm-Ad]GaGa[Tm-Ad]}[GaCl4](2), {[Tm-Ad](2)In} [InI4], [Tm-Ad]In-(kappa(2)-mim(Ad))Cl, [Tm-Ad]Ga -> B(C6F5)(3), [Tm-Ad]In -> B(C6F5)(3), and [Tm-Ad]Re(CO)(3). Structural characterization of [Tm-Ad]Re(CO)(3) demonstrates that the [Tm-Ad] ligand is more encapsulating than other [Tm-R] ligands, including [Tm-But], while IR spectroscopic studies indicate that the [Tm-Ad] and [Tm-But] ligands have very similar electron-donating properties.

  DOI：

  10.1021/ic201504d
• 作为产物：
  描述：

  1-(1-Adamantyl)-3-(2,2-diethoxyethyl)thiourea 在 硫酸 作用下， 以 水 为溶剂， 反应 13.0h， 以3.11 g的产率得到1-(1-adamantyl)-2-mercaptoimidazole
  参考文献：
  名称：

  Synthesis and Structural Characterization of Tris(2-mercapto-1-adamantylimidazolyl)hydroborato Complexes: A Sterically Demanding Tripodal [S₃] Donor Ligand

  摘要：

  The tris(2-mercapto-1-adamantylimidazolyl)hydroborato ligand, [Tm-Ad], has been synthesized via the reaction of 1-adamantyl-2-mercaptoimidazole with MBH4 (M = Li, K). [Tm-Ad]M has been used to synthesize a variety of compounds of the main-group and transition elements, including [TmA(d)]ZnI, {[Tm-Ad]GaI}[GaI4], {[Tm-Ad]GaCl} [GaCl4], {[Tm-Ad]GaGa[Tm-Ad]}[GaCl4](2), {[Tm-Ad](2)In} [InI4], [Tm-Ad]In-(kappa(2)-mim(Ad))Cl, [Tm-Ad]Ga -> B(C6F5)(3), [Tm-Ad]In -> B(C6F5)(3), and [Tm-Ad]Re(CO)(3). Structural characterization of [Tm-Ad]Re(CO)(3) demonstrates that the [Tm-Ad] ligand is more encapsulating than other [Tm-R] ligands, including [Tm-But], while IR spectroscopic studies indicate that the [Tm-Ad] and [Tm-But] ligands have very similar electron-donating properties.

  DOI：

  10.1021/ic201504d

文献信息

• Synthesis and Structural Characterization of Tris(2-mercapto-1-adamantylimidazolyl)hydroborato Complexes: A Sterically Demanding Tripodal [<i>S</i>₃] Donor Ligand
  作者：Kevin Yurkerwich、Michael Yurkerwich、Gerard Parkin

  DOI：10.1021/ic201504d

  日期：2011.12.19

  The tris(2-mercapto-1-adamantylimidazolyl)hydroborato ligand, [Tm-Ad], has been synthesized via the reaction of 1-adamantyl-2-mercaptoimidazole with MBH4 (M = Li, K). [Tm-Ad]M has been used to synthesize a variety of compounds of the main-group and transition elements, including [TmA(d)]ZnI, [Tm-Ad]GaI}[GaI4], [Tm-Ad]GaCl} [GaCl4], [Tm-Ad]GaGa[Tm-Ad]}[GaCl4](2), [Tm-Ad](2)In} [InI4], [Tm-Ad]In-(kappa(2)-mim(Ad))Cl, [Tm-Ad]Ga -> B(C6F5)(3), [Tm-Ad]In -> B(C6F5)(3), and [Tm-Ad]Re(CO)(3). Structural characterization of [Tm-Ad]Re(CO)(3) demonstrates that the [Tm-Ad] ligand is more encapsulating than other [Tm-R] ligands, including [Tm-But], while IR spectroscopic studies indicate that the [Tm-Ad] and [Tm-But] ligands have very similar electron-donating properties.