Bis(chloromethyl)dimethylgermane

Base Information

• Chemical Name: Bis(chloromethyl)dimethylgermane
• CAS No.: 21581-91-9
• Molecular Formula: C4H10 Cl2 Ge
• Molecular Weight: 201.67
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60533920
• Wikidata: Q82407477
• Mol file: 21581-91-9.mol

Synonyms:BIS(CHLOROMETHYL)DIMETHYLGERMANE;21581-91-9;bis(chloromethyl)-dimethylgermane;SCHEMBL2467228;DTXSID60533920;Bis(chloromethyl)(dimethyl)germane

Chemical Property of Bis(chloromethyl)dimethylgermane

Chemical Property:

• Vapor Pressure: 2.74mmHg at 25°C
• Refractive Index: 1.4810
• Boiling Point: 174-5°C
• Flash Point: 41.5°C
• PSA: 0.00000
• Density: 1,382 g/cm3
• LogP: 3.08740
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 201.9371335
• Heavy Atom Count: 7
• Complexity: 47.7

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Ge](C)(CCl)CCl

Technology Process of Bis(chloromethyl)dimethylgermane

There total 3 articles about Bis(chloromethyl)dimethylgermane 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: 69.0%

dichlorobis(dichloromethyl)germane (21572-21-4) → bis(chloromethyl)dimethylgermanium (21581-91-9)

Guidance literature:

With methyl magnesium iodide; In diethyl ether; (Ar); MeMgI soln. added dropwise to Ge compd., refluxed for 2 h; dioxane added, Mg salt filtered off, distd.; elem. anal.;

Reference yield: 60.0%

methylmagnesium bromide (75-16-1) + dichlorobis(dichloromethyl)germane (21572-21-4) → bis(chloromethyl)dimethylgermanium (21581-91-9)

Guidance literature:

In diethyl ether; at 0 - 20 ℃; for 20h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1002/chem.201603843

Reference yield: 40.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + methylmagnesium bromide (75-16-1) + germaniumtetrachloride (10038-98-9) → chloromethyltrimethylgermane (5830-55-7) + bis(chloromethyl)dimethylgermanium (21581-91-9)

Guidance literature:

With copper; In diethyl ether; addn. of CH2N2 to mixt. of GeCl4 with little Cu-powder at -60°C (stirring), standing at -60°C for 2 h, slow warming to room temp.,solvent removal, addn. of excess MeMgBr (in Et2O), refluxing for 10 h; addn. of satd. aq. NH4Cl, washing aq. layer (Et2O), drying combined org.layers (MgSO4), solvent removal, fractional distn.;

DOI:10.1016/0022-328X(95)05908-8

upstream raw materials:

diazomethane

methylmagnesium bromide

germaniumtetrachloride

dichlorobis(dichloromethyl)germane

Downstream raw materials:

tert-butyl(2-bromo-5-(dibenzylamino)phenyl)(((chloromethyl)dimethylgermyl)methyl)carbamate

tert-butyl 2-bromo-5-(trifluoromethyl)phenyl(((chloromethyl)dimethylgermyl)methyl)carbamate

N-(((chloromethyl)dimethylgermyl)methyl)-N-(2-iodophenyl)-4-methylbenzenesulfonamide

tert-butyl ((chloromethyl)dimethylgermyl)methyl(2-iodophenyl)carbamate