trimesitylgermylamine | 139925-54-5

• 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: trimesitylgermylamine
• 英文别名: 1,1,1-Tris(2,4,6-trimethylphenyl)germanamine；2-[amino-bis(2,4,6-trimethylphenyl)germyl]-1,3,5-trimethylbenzene
• CAS: 139925-54-5
• 化学式: C₂₇H₃₅GeN
• 分子量: 446.172
• InChiKey: PQAOYWBRTFMPGS-UHFFFAOYSA-N

物化性质

• 熔点：
  166 °C
• 沸点：
  529.5±60.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trimesitylgermylamine 在 H₂O 作用下， 以 苯 为溶剂， 以100%的产率得到trimesitylgermyl hydroxide
  参考文献：
  名称：

  Synthesis, reactivity and crystal structure of trimesitylgermylamine, Mes3GeNH2

  摘要：

  Trimesitylgermylamine, Mes3GeNH2, prepared in high yield by the coupling of Mes3GeCl (Mes = 2,4,6-Me3C6H2) with NaNH2 or LiNH2, has been fully characterized by H-1 and C-13 NMR, IR and mass spectrometry. It is a rare example of a stable primary germylamine, melting at 166-degrees-C, which is only slowly cleaved by H2O, CH3OH, HCl or phenol, indicating that the central Ge atom is protected from attack by the mesityl groups. Unlike other germylamines, Mes3GeNH2 reacts with tBuCOCl to give the N-substituted amide, Mes3GeNHCOtBu, rather than Mes3GeCl. Preliminary X-ray crystallographic analyses reveal that the Ge atom has approximate tetrahedral coordination with an average Ge-C bond length of 1.978(3) angstrom and a Ge-N bond length of 1.854(3) angstrom, and crowding around the Ge atom so that it is shielded from attack by approaching reactants.

  DOI：

  10.1016/0022-328x(92)83032-d
• 作为产物：
  描述：

  lithium amide 、 氯三(2,4,6-三甲基苯基)锗 以 四氢呋喃 为溶剂， 以84%的产率得到trimesitylgermylamine
  参考文献：
  名称：

  Synthesis, reactivity and crystal structure of trimesitylgermylamine, Mes3GeNH2

  摘要：

  Trimesitylgermylamine, Mes3GeNH2, prepared in high yield by the coupling of Mes3GeCl (Mes = 2,4,6-Me3C6H2) with NaNH2 or LiNH2, has been fully characterized by H-1 and C-13 NMR, IR and mass spectrometry. It is a rare example of a stable primary germylamine, melting at 166-degrees-C, which is only slowly cleaved by H2O, CH3OH, HCl or phenol, indicating that the central Ge atom is protected from attack by the mesityl groups. Unlike other germylamines, Mes3GeNH2 reacts with tBuCOCl to give the N-substituted amide, Mes3GeNHCOtBu, rather than Mes3GeCl. Preliminary X-ray crystallographic analyses reveal that the Ge atom has approximate tetrahedral coordination with an average Ge-C bond length of 1.978(3) angstrom and a Ge-N bond length of 1.854(3) angstrom, and crowding around the Ge atom so that it is shielded from attack by approaching reactants.

  DOI：

  10.1016/0022-328x(92)83032-d
• 作为试剂：
  描述：

  3,6-di-tert-butyl-o-benzoquinone 在 trimesitylgermylamine 作用下， 以 氘代苯 为溶剂， 反应 48.0h， 以31%的产率得到3,5-di-tert-butyl ortho catechol
  参考文献：
  名称：

  Riviere-Baudet, Monique; Morere, Alain; Onyszchuk, Mario, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 70, # 1/2, p. 75 - 90

  摘要：

  DOI：

文献信息

• Etude comparative des réactions par transfers monoeĺectronique entre les germylamines primaires, secondaires et tertiaires et la 3,5-di-tert-butylorthoquinone
  作者：Monique Riviere-Baudet、Alain Morere、Abdelhay Khallaayoun

  DOI：10.1016/0022-328x(93)80007-x

  日期：1993.1

  Several germylamines were treated with 3,5-di-t-butylorthoquinone (1). Competitive 1,2 and 1,4 additions resulted using the tertiary amine Et3GeNPh2. The thermally unstable 1,4 adduct gives 2,2-dialkyl-4,5-(6,8-di-t-butyl)benzo-2-germa-1,3-dioxolanne. The 1,2 adduct leads via intermolecular redistribution to bis(triethylgermyl)oxide ((Et3Ge)2O), and aminal with partial regeneration of the initial quinone

  用3，5-二叔丁基邻苯二酚（1）处理了几种杀菌胺。使用叔胺Et 3 GeNPh 2获得了竞争性的1,2和1,4加成。热不稳定的1，4加合物得到2，2-二烷基-4，5-（6，8-二叔丁基）苯并-2-锗-1，3-二氧戊环。1,2加合物通过分子间重新分布生成双（三乙基锗）氧化物（（Et 3 Ge）2 O），并通过缩醛胺与初始醌部分再生。这些反应似乎仅通过单电子转移机理进行。所述aminyl自由基博士2 Ñ 。和短暂Ò通过ESR光谱对反应中形成的-semiquinonic萌芽基进行了表征。然后，邻半醌基自由基通过氢的夺取而产生邻锗烷基-3,5-二叔丁基邻苯二酚。由于已经表征了乙烯和异丁烯，这些氢的夺取发生于与锗连接的乙基和属于有机基团的叔丁基。在仲胺Et 3 GeN（H）Ph的反应中，主要形成了胚芽甲酰基基团，而不是邻半喹啉芽孢化基团，这可以解释所获得的胚芽二恶戊环的数量较少。在Mes 3 GeN
• Riviere-Baudet, Monique; Morere, Alain; Onyszchuk, Mario, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 70, # 1/2, p. 75 - 90
  作者：Riviere-Baudet, Monique、Morere, Alain、Onyszchuk, Mario、Satge, Jacques

  DOI：——

  日期：——
• Synthesis, reactivity and crystal structure of trimesitylgermylamine, Mes3GeNH2
  作者：Monique Rivière-Baudet、Alain Morère、James F. Britten、Mario Onyszchuk

  DOI：10.1016/0022-328x(92)83032-d

  日期：1992.1

  Trimesitylgermylamine, Mes3GeNH2, prepared in high yield by the coupling of Mes3GeCl (Mes = 2,4,6-Me3C6H2) with NaNH2 or LiNH2, has been fully characterized by H-1 and C-13 NMR, IR and mass spectrometry. It is a rare example of a stable primary germylamine, melting at 166-degrees-C, which is only slowly cleaved by H2O, CH3OH, HCl or phenol, indicating that the central Ge atom is protected from attack by the mesityl groups. Unlike other germylamines, Mes3GeNH2 reacts with tBuCOCl to give the N-substituted amide, Mes3GeNHCOtBu, rather than Mes3GeCl. Preliminary X-ray crystallographic analyses reveal that the Ge atom has approximate tetrahedral coordination with an average Ge-C bond length of 1.978(3) angstrom and a Ge-N bond length of 1.854(3) angstrom, and crowding around the Ge atom so that it is shielded from attack by approaching reactants.