Germane, trimethyl(phenylmethyl)-

Base Information

• Chemical Name: Germane, trimethyl(phenylmethyl)-
• CAS No.: 2848-62-6
• Molecular Formula: C10H16Ge
• Molecular Weight: 208.827
• DSSTox Substance ID: DTXSID50182709
• Nikkaji Number: J1.074.382F
• Wikidata: Q83053418
• Mol file: 2848-62-6.mol

Synonyms:Germane, trimethyl(phenylmethyl)-;2848-62-6;benzyltrimethylgermane;DTXSID50182709

Chemical Property of Germane, trimethyl(phenylmethyl)-

Chemical Property:

• Vapor Pressure: 0.165mmHg at 25°C
• Boiling Point: 220.7°C at 760 mmHg
• Flash Point: 78.4°C
• PSA: 0.00000
• LogP: 3.37290
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 210.0463783
• Heavy Atom Count: 11
• Complexity: 107

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Ge](C)(C)CC1=CC=CC=C1

Technology Process of Germane, trimethyl(phenylmethyl)-

There total 8 articles about Germane, trimethyl(phenylmethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

bromobenzene (108-86-1,52753-63-6) + chlorotrimethylgermane (1529-47-1) + benzyl(trimethyl)tin (4314-94-7) → phenyltrimethylgermane (1626-00-2) + trimethyl(phenyl)stannane (934-56-5) + phenyl(trimethylgermyl)methane (2848-62-6)

Guidance literature:

With Mg; In tetrahydrofuran; under high-vac. techniques; mixt. of bromobenzene, C6H5CH2SnMe3 and Mg in THF stirred for 26 h at room temp.; quenched with Me3GeCl; Et2O added; org. and aq. fractions sepd.; org. fraction dried (MgSO4); analyzed by NMR; sepd. by chromy.;

DOI:10.1021/om011083a

Reference yield: 14.0%

benzyl(trimethyl)tin (4314-94-7) → phenyltrimethylgermane (1626-00-2) + trimethyl(phenyl)stannane (934-56-5) + phenyl(trimethylgermyl)methane (2848-62-6)

Guidance literature:

With bromobenzene; magnesium; In tetrahydrofuran; reaction of stannane with PhBr/Mg, then with excess Me3GeCl;

Reference yield: 5.0%

benzylpentamethyldigermane (137482-81-6) → benzyldimethylgermane (78723-06-5) + hexamethyldigermane (993-52-2) + bis(pentamethyldigermyl)oxide (53668-92-1) + phenyl(trimethylgermyl)methane (2848-62-6) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7)

Guidance literature:

In cyclohexane; Irradiation (UV/VIS); Further products.;

DOI:10.1246/bcsj.64.2772

upstream raw materials:

benzoylbromodimethylgermane

methylgermanium bromide

1,1'-(1,2-ethanediyl)bisbenzene

toluene

Downstream raw materials:

1-trimethylgermyl-1,1,2-triphenylethane

(1,2-bis(dimethylamino)ethane-N,N')zinc bis(phenyl(trimethylgermyl)methanide)

Refernces

• 1、 Van Klink, Gerard P.M.,De Boer, Henricus J.R.,Schat, Gerrit,Akkerman, Otto S.,Bickelhaupt, Friedrich,Spek, Anthony L.. "Carbanions as intermediates in the formation of Grignard reagents". . p. 2119 - 2135. Retrieved 2008/10/08.
• 2、 K?cher, Jürgen,Lehnig, Manfred,Neumann, Wilhelm P.. "Chemistry of heavy carbene analogues R2M (M = Si, Ge, Sn). 12. Concerted and nonconcerted insertion reactions of the germylene Me2Ge into the carbon-halogen bond". . p. 1201 - 1207. Retrieved 2008/10/08.