Bis-trimethylgermyl-methan | 999-93-9

• 分子结构分类: 有机化合物 - 有机金属化合物
• 英文名称: Bis-trimethylgermyl-methan
• 英文别名: Bis(trimethylgermyl)methane；trimethyl(trimethylgermylmethyl)germane
• CAS: 999-93-9
• 化学式: C₇H₂₀Ge₂
• 分子量: 249.416
• InChiKey: GZBNAKPMVLAVDR-UHFFFAOYSA-N

物化性质

• 沸点：
  156-157 °C(Press: 750 Torr)
• 密度：
  1.1544 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Bis-trimethylgermyl-methan 在 硫酸 、 氯化铵 作用下， 以 硫酸 为溶剂， 以95%的产率得到bis(chlorodimethylgermyl)methane
  参考文献：
  名称：

  Digerma-2,4 thiétannes et tétragermadithiocannes, précurseurs de germathiones et germaéthylènes

  摘要：

  DOI：

  10.1016/0022-328x(85)87190-4
• 作为产物：
  描述：

  bromobis(trimethylgermyl)methane 以 乙醚 、 正己烷 为溶剂， 生成 Bis-trimethylgermyl-methan
  参考文献：
  名称：

  Auf dem wege zu einem stabilen germaethen Ge = C<1: Sterisch überladene digermylsilylmethane tBu2SiXCY(GeMe3)2 und struktur der germaethenquelle tBu2SiFCLi(GeMe3)2 · 2THF

  摘要：

  Sterically overloaded digermylsilylmethanes (t)Bu(2)SiX-CY(GeMe(3))(2) (X - H, Me, F, Br, Y = H, Br, Li) 7-16 are accessible via (t)Bu(2)SiH-CH(GeMe(3))(2) 7 (from (1)Bu(2)SiHF and LiCH(GeMe(3))(2)). The compounds are distinguished by hindered rotation about the SiC single bond shown, 7-16 enter into many reactions: (i) electrophilic substitution of Y = H by Li started with MeLi/TH, or of Y = Li by Br, EMe(3), R started with Br-2, Me(3)SnCl, Me(3)GeCl, Me(3)SiO(CH2)(4)Cl, or of X = H by Br started with Br-2; (ii) homophilic substitution of Y = Br by H started with (t)Bu(3)SiNa; (iii) nucleophilic substitution of X = F, Br by R started with MeLi, (II)BuLi. The latter reactions are possible only when Y = Li, and probably proceed over the silaethen t(B)u(2)Si=C(GeMe(3))(2) as reaction intermediate. (t)Bu(2)SiF-CLi(GeMe(3))2, a potential precursor of the hitherto unknown germaethene Me(2)Ge=C(GeMe(3))(SiMe(t)Bu(2)), forms an adduct Li(THF)(4)(+) [(t)Bu(2)SiFC(GeMe(3))(2)](-) in THF and an adduct (t)Bu(2)SiF-CLi(GeMe(3))(2) . 2THF after evaporation of THF. The structure of the latter compound shows a distorted tetrahedral geometry of the central Si and C atom with the Li atom being bonded to the latter. In addition, Li is coordinated by two molecules of THF in a slightly distorted trigonal-planar geometry. A short F...Li contact is not observed. (Crystals of (t)Bu(2)SiF-CLi(GeMe(3))(2) . 2THF are orthorhombic, space group Pca2(1), with a = 20.739(3), b = 16.185(5), c = 17.642(4) Angstrom, V = 5921.4 Angstrom(3), Z = 8, D-calc = 1.256 g cm(-3). R = 0.057 for 527 refined parameters and 4144 observed data.) (t)Bu(2)SiF-CLi(GeMe(3))(2) . TMEDA is supposed to have a similar structure. (t)Bu(2)SiH-CLi(GeMe(3))(2) . OP(NMe(2))(3) and (t)Bu(2)SiMe-CLi(GeMe(3))(2) . OEt(2) have different structures.

  DOI：

  10.1016/0022-328x(95)05967-t

文献信息

• Some applications of the methylene di-Grignard reagent for the synthesis of main group IV organometallic compounds
  作者：J.W. Bruin、G. Schat、O.S. Akkerman、F. Bickelhaupt

  DOI：10.1016/0022-328x(85)80101-7

  日期：1985.6

  The di-Grignard reagent methylenedimagnesium dibromide, CH2(MgBr)2 (1), which can be prepared from dibromomethane and magnesium amalgam in diethyl ether/benzene 1/1, has been obtained in a pure form. Treatment of 1 with tetrahydrofuran gave insoluble 5″, a reagent with the approximate composition CH2Mg·CH2(MgBr)2. Both reagents were used for the synthesis of the dimetallomethanes (Me3M)2CH2 (M = Si

  已经以纯净的形式获得了由二溴甲烷和镁汞齐在乙醚/苯1/1中制得的双格氏试剂亚甲基二溴化亚甲基二镁CH 2（MgBr）2（1）。用四氢呋喃处理1得到不溶的5 ''，这是一种具有近似组成CH 2 Mg·CH 2（MgBr）2的试剂。两种试剂都用于合成双金属甲烷（Me 3 M）2 CH 2（M = Si，Ge，Sn）和（CH 2（HgBr）2），反应1或5''与二氯二甲基锗烷或二氯二甲基锡烷分别以有用的收率得到了聚锗环烷烃（（Me 2 GeCH 2）n ; n = 2,3,4）或聚锡环烷烃（（Me 2 SnCH 2）n ; n = 3,4）至35％）。在锗系列中，有明显的趋势是形成较小的环系统。特别是5 ″与Me 2 GeCl 2的反应产生了30-35％的1,1,3,3，-四甲基-1,3-二茂铁环丁烷。相反，未观察到相应的二萘环丁烷，但观察到八元物种（Me 2 MCH 2）4对于M ＝ Sn（9％产率）比对于M
• Stepwise trimethylsilyl and trimethylgermyl substitutions at tetraborylmethane
  作者：Zachary J. Baum、Jingtao Zhang、Rick A.L. Morasse、Joshua E. Goldberger

  DOI：10.1016/j.jorganchem.2018.07.040

  日期：2018.10

  to two substitutions. This enables the synthesis of new borylmethane derivatives including (TMS)2CB(pg)2 and (TMG)2CB(pg)2 (pg = 1,3-propanediolate, TMS = trimethylsilyl, TMG = trimethylgermyl). While further base-activated deborylation attempts lead to protodeboronation, limited reactivity, or de-esterification of the boronate ester, increasing the degree of substitution imparts air- and water-stability

  在探索四硼烷基甲烷前体作为C 4−合成子的适用性方面，我们研究了四（1,3-丙二醇基硼烷基）甲烷上逐步三甲基甲硅烷基和三甲基锗烷基取代的限制。与以前的报道表明四硼烷基甲烷的甲硅烷基化程度最低相反，我们已经表明有机锂介导的脱硼化金属化方法可以轻松进行多达两个取代。这使得能够合成包括（TMS）2 CB（pg）2和（TMG）2 CB（pg）2的新的硼甲烷衍生物（pg ＝ 1，3-丙二醇酯，TMS ＝三甲基甲硅烷基，TMG ＝三甲基锗烷基）。尽管进一步的碱活化脱硼尝试导致硼酸酯的原脱硼，有限的反应性或脱酯化，但是增加取代度会赋予硼酸酯空气和水稳定性。
• Bis(trimethylsilyl)-, trimethylsilyltrimethylgermyl-, and bis(trimethylgermyl)diazomethane. Synthesis and chemistry of quantitative silene and germene precursors
  作者：Thomas J. Barton、S. Kent Hoekman

  DOI：10.1021/ja00525a020

  日期：1980.2
• BRUIN, J. W.;SCHAT, G.;AKKERMAN, O. S.;BICKELHAUPT, F., J. ORGANOMET. CHEM., 1985, 288, N 1, 13-25
  作者：BRUIN, J. W.、SCHAT, G.、AKKERMAN, O. S.、BICKELHAUPT, F.

  DOI：——

  日期：——
• BARRAU, J.;BEN, HAMIDA, N.;SATGE, J., J. ORGANOMET. CHEM., 1985, 282, N 3, 315-320
  作者：BARRAU, J.、BEN, HAMIDA, N.、SATGE, J.

  DOI：——

  日期：——