Trimethyl-cyan-german | 7293-42-7

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: Trimethyl-cyan-german
• 英文别名: Trimethylcyanogermane；trimethylgermylformonitrile
• CAS: 7293-42-7
• 化学式: C₄H₉GeN
• 分子量: 143.712
• InChiKey: YEDCGARIFGMSFL-UHFFFAOYSA-N

物化性质

• 沸点：
  89.2±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Trimethyl-cyan-german 、 4-乙炔基苯甲醚 在 palladium dichloride 作用下， 以 甲苯 为溶剂， 以86%的产率得到2-(4-methoxyphenyl)-3-trimethylgermyl-prop-2-enenitrile
  参考文献：
  名称：

  Me（in3）GeCn与乙炔的Pd催化制备乙烯基锗烷和大麦芽

  摘要：

  详细研究了钯催化的三甲基锗烷基氰化物（Me 3 GeCN，1）与末端乙炔的反应，尤其着重于官能团的相容性以及影响立体选择性的因素。1在PdCl 2存在下与末端芳族乙炔的反应导致在碳-碳三键上区域选择性地高选择性加成1，从而以高收率得到β-氰基乙烯基锗烷。立体选择性取决于芳环上取代基的电子性质。而对于在o-或p处具有甲氧基的芳基乙炔的Z-立体选择性位上是中度（60-75％），非常高的ž -stereoselectivity（96％）中观察到的米-methoxyphenylacetylene。对于在环上具有吸电子基团的所有芳基乙炔，观察到很高的选择性（97％）。末端脂族乙炔的反应也提供了具有高区域选择性和立体选择性的加合物。1与1,6-二炔的反应导致不寻常的环化反应，从而产生了以大麦芽为主要成分的产物。

  DOI：

  10.1016/0022-328x(94)80135-5
• 作为产物：
  描述：

  三甲基氰硅烷 、 三甲基氯化锗 以 正己烷 为溶剂， 以40%的产率得到Trimethyl-cyan-german
  参考文献：
  名称：

  Synthetic Routes to Ga(CN)₃ and MGa(CN)₄ (M = Li, Cu) Framework Structures

  摘要：

  Ga(CN)(3) has been prepared for the first time with a new method for preparation of inorganic cyanides. Pure crystalline material is formed by reaction of Cl2GaN3 with SiMe3CN via elimination of SiMe3N3 and SiMe3Cl. Reaction of GaCl3 with SiMe3CN also provides Ga(CN)(3). A new convenient route to GeMe3CN and SnMe3CN is described. but reactions of GaCl4 with these compounds result in Lewis acid-base adducts. The composition of Ga(CN)3 was confirmed by spectroscopic and elemental analysis. Quantitative X-ray powder diffraction was used to refine the cubic structure, which has CN groups with orientational disorder in a Prussian-blue-like network structure. The symmetry is Pm (3) over bar m, a = 5.295(2) Angstrom. Ga is octahedrally surrounded by on average three C and three N atoms with a Ga-(C,N) bond length of 2.072(2) Angstrom, and the C-N bond length is 1.148(1) Angstrom. LiGa(CN)(4) was prepared by reaction of Ga(CN)(3) with LiCN and was characterized by quantitative X-ray diffraction. The symmetry is P4 (3) over bar m, a = 5.874(2) Angstrom, and the structure consists of LiN4 and GaC4 tetrahedra linked by C-N bonds to form two interpenetrating networks of the Zn(CN)2 type. CuGa(CN)(4) has a similar structure with a = 5.729(5) Angstrom, but Cu,Ga and/or C,N disorder cannot be ruled out.

  DOI：

  10.1021/ja9702024

文献信息

• CHATANI, NAOTO;HORIUCHI, NOBUHIKO;HANAFUSA, TERUKIYO, J. ORG. CHEM., 55,(1990) N0, C. 3393-3395
  作者：CHATANI, NAOTO、HORIUCHI, NOBUHIKO、HANAFUSA, TERUKIYO

  DOI：——

  日期：——
• Palladium-catalyzed addition of trimethylgermyl cyanide to terminal acetylenes
  作者：Naoto Chatani、Nobuhiko Horiuchi、Terukiyo Hanafusa

  DOI：10.1021/jo00297a079

  日期：1990.5