Bromotrimethylgermane

Base Information

• Chemical Name: Bromotrimethylgermane
• CAS No.: 1066-37-1
• Molecular Formula: C3H9 Br Ge
• Molecular Weight: 197.598
• Hs Code.: 2931900090
• European Community (EC) Number: 213-913-6
• DSSTox Substance ID: DTXSID50147656
• Nikkaji Number: J151.306K
• Wikidata: Q15628297
• Mol file: 1066-37-1.mol

Synonyms:Trimethylgermanium bromide;Bromotrimethylgermane;1066-37-1;bromo(trimethyl)germane;EINECS 213-913-6;MFCD00000037;Trimethylbromogermane;C3H9BrGe;trimethyl-bromo-germane;C3-H9-Br-Ge;SCHEMBL741334;Trimethylgermanium bromide, 98%;DTXSID50147656;CS-0440353;FT-0726012;J-001616;Q15628297

Chemical Property of Bromotrimethylgermane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 24mmHg at 25°C
• Melting Point: −25 °C(lit.)
• Refractive Index: n20/D 1.47(lit.)
• Boiling Point: 114 °C(lit.)
• Flash Point: °C
• PSA: 0.00000
• Density: g/cm³
• LogP: 2.21620
• Storage Temp.: Flammables area
• Sensitive.: moisture sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 197.90994
• Heavy Atom Count: 5
• Complexity: 28.4

Purity/Quality:

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

Trimethylgermanium bromide, 98+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 16-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Ge](C)(C)Br
• Uses: Trimethylgermanium bromide is a reagent for the formation of dienolates of α,β-unsaturated esters.1 Also useful for methylenecyclopentane annulation reactions. Reagent for the formation of dienolates of α,β-unsaturated esters. Also useful for methylenecyclopentane annulation reactions.

Technology Process of Bromotrimethylgermane

There total 30 articles about Bromotrimethylgermane 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: 84.2%

Trimethyl(phenylthio)germane (4848-62-8) + (1-bromoethyl)benzne (585-71-7,38661-81-3) → [(1-phenylethyl)thio]benzene (40390-78-1,63864-83-5,21213-26-3) + trimethylbromogermane (1066-37-1)

Guidance literature:

educts was heated in a sealed tube at 100°C for 41 h; detected by (1)H NMR; bromotrimethylgermane was isolated by distn.; phenyl 1-phenyl sulfide was isolated by chromy. (silica gel/hexane);

DOI:10.1246/bcsj.62.2594

Reference yield: 81.0%

tetramethylgermane (865-52-1) → trimethylbromogermane (1066-37-1)

Guidance literature:

With bromine; aluminium trichloride; In neat (no solvent); Br2 added to Me4Ge contg. catalytic amt. of AlCl3 with stirring, stirred overnight; excess Br2 decolorized by addn. of small amt. of Hg, distd.;

Reference yield: 65.0%

benzyl bromide (100-39-0) + Trimethyl(phenylthio)germane (4848-62-8) → Benzyl phenyl sulfide (831-91-4) + trimethylbromogermane (1066-37-1)

Guidance literature:

In neat (no solvent); Me3GeSPh heated with equimolar amt. of PhCH2Br in sealed tube at 100°C for 30 h; distn.;

DOI:10.1246/bcsj.60.4061

upstream raw materials:

diborane

Trimethyl(phenylthio)germane

(1-bromoethyl)benzne

4-chlorobenzyl bromide

Downstream raw materials:

tributyltin bromide

phenyltrimethylgermane

Pentafluorphenylthio-trimethyl-german

Trimethyl(phenylthio)germane

Refernces

• 1、 Dennis,Patnode. "". . p. 2779. Retrieved 1930.
• 2、 Moedritzer. "". . p. 282. Retrieved 1966.
• 3、 Kozuka, Seizi,Tamura, Shoji,Ishibashi, Satoshi,Ohya, Sadamu,Tagaki, Waichiro. "The Mechanism of the Reaction of (Arylthio)trimethylgermanes with Benzyl Bromides Giving Aryl Benzyl Sulfides. A Kinetic Study". . p. 4061 - 4066. Retrieved 1987.
• 4、 Griffith,Onyszchuk. "". . p. 339,342. Retrieved 1961.
• 5、 Clark et al.. "". . p. 1582,1583. Retrieved 1966.
• 6、 Levy, Christopher J.,Puddephatt, Richard J.. "Thermal decomposition of platinum(IV)-silicon, -germanium, and -tin complexes". . p. 4115 - 4120. Retrieved 2008/10/08.