PHENYLTRIMETHYLGERMANE

Base Information

• Chemical Name: PHENYLTRIMETHYLGERMANE
• CAS No.: 1626-00-2
• Molecular Formula: C9H14 Ge
• Molecular Weight: 194.8
• Hs Code.: 2931900090
• Mol file: 1626-00-2.mol

Synonyms:Phenyltrimethylgermane;Trimethylgermylbenzene; Trimethylphenylgermane

Chemical Property of PHENYLTRIMETHYLGERMANE

Chemical Property:

• Vapor Pressure: 0.838mmHg at 25°C
• Refractive Index: 1.5045
• Boiling Point: 188.2°Cat760mmHg
• Flash Point: 57.6°C
• PSA: 0.00000
• Density: g/cm³
• LogP: 2.85740

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PHENYLTRIMETHYLGERMANE

There total 34 articles about PHENYLTRIMETHYLGERMANE 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: 85.0%

bromobenzene (108-86-1,52753-63-6) + trimethylbromogermane (1066-37-1) → phenyltrimethylgermane (1626-00-2)

Guidance literature:

With magnesium; In tetrahydrofuran; byproducts: MgBr2; Sonication; the mixt. of magnesium, germane and halogen-compound in THF was sonicated for 2 h (inert atm.); the mixt. was washed with satd. soln. of NaCl, extd. with diethyl ether,the organic layer was dried over MgSO4, the solvent was removed under r educed pressure, column chromy. (petroleum ether-diethyl ether 95/5);

DOI:10.1016/S0022-328X(03)00053-6

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: 83.0%

4-chlorophenyl trifluoromethanesulfonate (29540-84-9) + (o-hydroxyphenyl)diphenylphosphine (60254-10-6) + hexamethyldigermane (993-52-2) → phenyltrimethylgermane (1626-00-2) + (4-chlorophenyl)trimethylgermane (56866-67-2) + 4-chloro-phenol (106-48-9,82344-39-6)

Guidance literature:

With tetrabutylammomium bromide; palladium diacetate; caesium carbonate; In toluene; at 120 ℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere; Glovebox;

DOI:10.1055/s-0037-1609301

upstream raw materials:

bromobenzene

(trimethylsilyl)trimethylgermane

methyl magnesium iodide

phenylpentamethyldigermane

Downstream raw materials:

bis-[(trifluoroacetoxy)iodo]benzene

4-Phenylmorpholine

2-(phenylamino)pyridine

2-methoxy-N-phenylaniline

Refernces

• 1、 Komami, Narumi,Matsuoka, Keitaro,Yoshino, Tatsuhiko,Matsunaga, Shigeki. "Palladium-Catalyzed Germylation of Aryl Bromides and Aryl Triflates Using Hexamethyldigermane". . p. 2067 - 2075. Retrieved 2018/02/26.
• 2、 Langle, Sandrine,David-Quillot, Franck,Balland, Alexia,Abarbri, Mohamed,Duchêne, Alain. "General access to para-substituted styrenes". . p. 113 - 119. Retrieved 2015/03/05.