Ethenyl(triphenyl)germane

Base Information

• Chemical Name: Ethenyl(triphenyl)germane
• CAS No.: 4049-97-2
• Molecular Formula: C₂₀H₁₈Ge
• Molecular Weight: 330.953
• DSSTox Substance ID: DTXSID90535477
• Nikkaji Number: J2.193.875K
• Wikidata: Q82409790
• Mol file: 4049-97-2.mol

Synonyms:Ethenyl(triphenyl)germane;4049-97-2;DTXSID90535477

Chemical Property of Ethenyl(triphenyl)germane

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 332.0620283
• Heavy Atom Count: 21
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C[Ge](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Ethenyl(triphenyl)germane

There total 2 articles about Ethenyl(triphenyl)germane 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: 50.0%

chlorotriphenylgermane (1626-24-0) + vinylmagnesium chloride (3536-96-7) → triphenyl vinyl germanium (4049-97-2)

Guidance literature:

In tetrahydrofuran; for 4h;

DOI:10.1021/acs.organomet.8b00786

Reference yield:

vinyl magnesium bromide (1826-67-1) + triphenylgermanium bromide (3005-32-1) → triphenyl vinyl germanium (4049-97-2)

Guidance literature:

In tetrahydrofuran; mixt. refluxed for 5h, then hydrolysis of the excess Grignard reagent with satd. aq. NH4Cl; sepn. of the organic layer, drying over MgSO4, filtration, evapn., dissolution in petroleum ether, sepn. on a column containing Kieselgel, twice recrystn. (petroleum ether); elem. anal.;

DOI:10.1016/0021-9614(88)90107-3

Reference yield: 89.0%

bis(1,5-cyclooctadiene)nickel (0) (1295-35-8) + triphenyl vinyl germanium (4049-97-2) + tris(1-methylethyl)phosphine (6476-36-4) → C49H57Ge2NiP

Guidance literature:

In toluene; for 1h;

DOI:10.1021/acs.organomet.8b00786

upstream raw materials:

vinyl magnesium bromide

triphenylgermanium bromide

chlorotriphenylgermane

vinylmagnesium chloride

Downstream raw materials:

triphenyl-(2-triphenylstannyl-ethyl)-germane

(C₆H₅)3GeCHClCH₂S(2,4-dinitrobenzyl)

(C₆H₅)3GeCHS(2,4-dinitrobenzyl)CH₂Cl

(C₆H₅)3GeCHS(o-nitrobenzyl)CH₂Cl

Refernces

• 1、 Carson, A. S.,Jamea, E. H.,Laye, P. G.,Spencer, J. A.. "The enthalpies of formation of triphenyl vinyl germanium, triphenyl phenylethynyl germanium, bis(triphenyl germanium) oxide, and some associated Ge-C bond enthalpies". . p. 1223 - 1230. Retrieved 2007/10/02.