Trimethylgermanium bromide

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For Research Use Only | Not For Clinical Use

CAT	AP1066371
CAS	1066-37-1
Structure
MDL Number	MFCD00000037
Molecular Weight	197.65
EC Number	213-913-6
InChI Key	WMFCXPWEKRAKMH-UHFFFAOYSA-N

Description	98%
Density	1.54 g/mL at 25 °C (lit.)
Assay	98%
BP	114 °C (lit.)
Linear Formula	(CH3)3GeBr
MP	−25 °C (lit.)
Refractive Index	n20/D 1.47 (lit.)
Size	5G

Ipratropium Bromide HFA

Keri Wellington

Treat Respir Med. 2005;4(3):215-20; discussion 221-2.

PMID: 15987237

Metabolism of Bromide and Its Interference With the Metabolism of Iodine

S Pavelka

Physiol Res. 2004;53 Suppl 1:S81-90.

PMID: 15119938

Pyridostigmine

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The Multiple Role of Bromide Ion in PPCPs Degradation Under UV/Chlorine Treatment

Shuangshuang Cheng, Xinran Zhang, Xin Yang, Chii Shang, Weihua Song, Jingyun Fang, Yanheng Pan

Environ Sci Technol. 2018 Feb 20;52(4):1806-1816.

PMID: 29338220

Tiotropium Bromide in Children and Adolescents With Asthma

Hengameh H Raissy, H William Kelly

Paediatr Drugs. 2017 Dec;19(6):533-538.

PMID: 28808948

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Case Study

Trimethylgermanium Bromide Used for the Synthesis of Alkyltrimethylgermanes via a Copper-Catalyzed Reductive Coupling Strategy

Qinghao, Xu, et al. Acta Chimica Sinica 80.4 (2022): 428.

Trimethylgermanium bromide is used as a key organogermanium precursor for the efficient synthesis of alkyltrimethylgermanes through a novel copper-catalyzed reductive coupling protocol. Organogermanium compounds, especially tetraalkylgermanes, are increasingly studied for their unique physicochemical properties and potential utility in photo-redox radical chemistry. However, classical Grignard-based methods often suffer from limited functional group tolerance and undesired Ge-Ge homocoupling byproducts.
In this improved method, trimethylgermanium bromide (1 mmol) and an alkyl bromide (1.5 mmol) are reacted in dry tetrahydrofuran using unactivated magnesium powder (2 mmol) as the reductant and anhydrous copper(II) sulfate (8 mg) as the catalyst. The reaction mixture is stirred under argon at 60 °C for 10 hours. Upon completion, the mixture is quenched with saturated ammonium chloride, extracted with ether, and purified by chromatography or vacuum distillation.
Mechanistic studies suggest an in situ Grignard-type pathway facilitated by copper salts, which accelerate C-Ge bond formation and suppress Ge-Ge coupling. This protocol significantly enhances functional group compatibility, allowing the presence of esters and amides-an improvement over traditional methods. Furthermore, it is adaptable for synthesizing various tetraalkylgermanes and germacycloalkanes using dichlorodimethylgermane as a substrate.
This study demonstrates the value of trimethylgermanium bromide in the streamlined and functional group-tolerant construction of organogermanium scaffolds for advanced materials and organometallic applications.

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