Germane, (4-methoxyphenyl)trimethyl-

Base Information

• Chemical Name: Germane, (4-methoxyphenyl)trimethyl-
• CAS No.: 14476-81-4
• Molecular Formula: C10H16GeO
• Molecular Weight: 224.826
• DSSTox Substance ID: DTXSID80444049
• Nikkaji Number: J689.433J
• Wikidata: Q82262055
• Mol file: 14476-81-4.mol

Synonyms:Germane, (4-methoxyphenyl)trimethyl-;14476-81-4;(4-Methoxyphenyl)trimethylgermane;DTXSID80444049;InChI=1/C10H16GeO/c1-11(2,3)9-5-7-10(12-4)8-6-9/h5-8H,1-4H

Chemical Property of Germane, (4-methoxyphenyl)trimethyl-

Chemical Property:

• Boiling Point: 85.8 °C (5.5 mmHg)
• PSA: 9.23000
• LogP: 2.86600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 226.0412929
• Heavy Atom Count: 12
• Complexity: 131

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)[Ge](C)(C)C

Technology Process of Germane, (4-methoxyphenyl)trimethyl-

There total 4 articles about Germane, (4-methoxyphenyl)trimethyl- 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: 92.0%

1-bromo-4-methoxy-benzene (104-92-7) + chlorotrimethylgermane (1529-47-1) → (4-methoxyphenyl)trimethylgermane (14476-81-4)

Guidance literature:

With magnesium; methyl iodide; In tetrahydrofuran; THF soln. of ArBr was added dropwise to Mg metal, reaction was initiated with MeI, stirred for 2 h at 25°C under Ar, a soln. of Me3GeCl in THF was added dropwise, mixt. was refluxed for 2 h; cooled, treated with 5% aq. NH4Cl, extd. with CH2Cl2, ext. was washed with water, dried (Na2SO4), fractionated; elem. anal.;

DOI:10.1016/0022-328X(87)80344-3

Reference yield: 78.0%

1-bromo-4-methoxy-benzene (104-92-7) + trimethylbromogermane (1066-37-1) → (4-methoxyphenyl)trimethylgermane (14476-81-4)

Guidance literature:

1-bromo-4-methoxy-benzene; With iodine; magnesium; In tetrahydrofuran; for 2h; Reflux; Inert atmosphere;

trimethylbromogermane; In tetrahydrofuran; for 8h; Reflux; Inert atmosphere;

DOI:10.1021/acs.joc.0c01032

Reference yield: 73.0%

1-bromo-4-methoxy-benzene (104-92-7) + hexamethyldigermane (993-52-2) → (4-methoxyphenyl)trimethylgermane (14476-81-4)

Guidance literature:

With (o-hydroxyphenyl)diphenylphosphine; palladium diacetate; caesium carbonate; tetraethylammonium bicarbonate; In water; toluene; at 120 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1055/s-0037-1609301

upstream raw materials:

1-bromo-4-methoxy-benzene

chlorotrimethylgermane

(4-methoxyphenyl)trimethylstannane

Me₃GeLi

Downstream raw materials:

CH₃OC₆H₄⁽⁷⁷⁾Br

1-[⁷⁷Br]bromo-4-methoxy-benzene

[131I]p-iodoanisole

N-(4-methoxyphenyl)phenylamine