Dimethyl(diphenyl)germane

Base Information

• Chemical Name: Dimethyl(diphenyl)germane
• CAS No.: 7301-42-0
• Molecular Formula: C14H16Ge
• Molecular Weight: 256.871
• DSSTox Substance ID: DTXSID00506390
• Nikkaji Number: J46.228D
• Wikidata: Q63399098
• Mol file: 7301-42-0.mol

Synonyms:dimethyldiphenylgermane;7301-42-0;Dimethyl(diphenyl)germane;DIPHENYLDIMETHYLGERMANE;Germane, dimethyldiphenyl-;Ethyl5-fluoronicotinate;DTXSID00506390;MFCD01320920;Q63399098

Chemical Property of Dimethyl(diphenyl)germane

Chemical Property:

• Vapor Pressure: 0.00318mmHg at 25°C
• Refractive Index: 1.5730
• Boiling Point: 145oC 10mm
• Flash Point: 124.1oC
• PSA: 0.00000
• Density: 1.18 g/cm3
• LogP: 3.76040
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 258.0463783
• Heavy Atom Count: 15
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

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

Technology Process of Dimethyl(diphenyl)germane

There total 13 articles about Dimethyl(diphenyl)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: 84.0%

methyl magnesium iodide (917-64-6) + dichlorodiphenylgermane (1613-66-7) → dimethyldiphenylgermane (7301-42-0)

Guidance literature:

In diethyl ether; for 2h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1039/c8dt00256h

Reference yield: 77.0%

magnesium (7439-95-4) + dichlorodimethylgermanium (1529-48-2) → dimethyldiphenylgermane (7301-42-0)

Guidance literature:

With bromobenzene; In tetrahydrofuran; (Ar), phenylmagnesiumbromide solution was prepared (ice bath) and was addeed dropwise to Ge-compound, stirred and refluxed for 12 h, added aq. NH4Cl; filtered, removed, diluted with ether, washed with deionized H2O, dried over MgSO4, removed, distilled; elem. anal., NMR, UV, mass. spectra;

DOI:10.1021/om00054a046

Reference yield: 64.0%

diiodomethane (75-11-6) + diphenylgermane (1675-58-7) → dimethyldiphenylgermane (7301-42-0)

Guidance literature:

With Sm; In tetrahydrofuran; to a mixt. of Sm powder and Ge compound (6:1) in THF added 6 equi. of substituted diiodomethane at -78°C, warmed to room temp.; quenched (H2O), extd.(CH2Cl2) 3 times, dried (Na2SO4), evapd.(vac.), chromy.(silica gel);

DOI:10.1039/c1cc11256b

upstream raw materials:

phenyldimethylgermyl

benzene

phenylpentamethyldigermane

diphenylgermane

Downstream raw materials:

germaniumtetrachloride

phenyldimethylchlorogermane

methylphenylgermanium dichloride

trichlorophenylgermane

Refernces

• 1、 Kondo, Hitoshi,Yamanoi, Yoshinori,Nishihara, Hiroshi. "Preferential carbene insertion into Ge-H vs. other heavier group 14 hydrides via samarium carbenoids". . p. 6671 - 6673. Retrieved 2011/08/02.
• 2、 Mochida, Kunio,Kikkawa, Haruhiko,Nakadaira, Yasuhiro. "Photochemical reactions of aryl-substituted catenates of group 4B elements, PhMe2E-E'Me3 (E, E' = Si and Ge). Formation of a radical pair". . p. 9 - 19. Retrieved 2007/10/02.