21581-91-9

Usage

General Description

Bis(chloromethyl)dimethylgermane is a chemical compound with the formula (CH?)?Ge(CH?Cl)?. It is an organogermanium compound that is commonly used as a reagent in organic synthesis. Bis(chloromethyl)dimethylgermane is a colorless to light yellow liquid with a pungent odor, and it is highly flammable. It is primarily used in the production of high-purity germanium crystals for use in electronics and semiconductor applications. BIS(CHLOROMETHYL)DIMETHYLGERMANE is also used as a reagent in the preparation of various organogermanium compounds and is a starting material in the synthesis of pharmaceuticals and agricultural chemicals. Bis(chloromethyl)dimethylgermane is handled and stored with caution due to its flammability and potential health hazards.

InChI:InChI=1/C4H10Cl2Ge/c1-7(2,3-5)4-6/h3-4H2,1-2H3

Upstream product

• 75-16-1 methylmagnesium bromide 
• 21572-21-4 dichlorobis(dichloromethyl)germane 
• 186581-53-3 diazomethane 
• 10038-98-9 germaniumtetrachloride 

Downstream Products

• 1622406-92-1 N-(((chloromethyl)dimethylgermyl)methyl)-N-(2-iodophenyl)-4-methylbenzenesulfonamide 
• 1622406-93-2 tert-butyl 2-bromo-5-(trifluoromethyl)phenyl(((chloromethyl)dimethylgermyl)methyl)carbamate 
• 1622406-91-0 tert-butyl(2-bromo-5-(dibenzylamino)phenyl)(((chloromethyl)dimethylgermyl)methyl)carbamate 
• 1622406-90-9 tert-butyl ((chloromethyl)dimethylgermyl)methyl(2-iodophenyl)carbamate 
• 1622406-89-6 ((2-bromophenylthio)methyl)(chloromethyl)dimethylgermane 
• 1622406-97-6 tert-butyl ((chloromethyl)dimethylgermyl)methyl(2-bromo-3-methylphenyl)carbamate 
• 119703-76-3 (CH₃)2Ge(CH₂)2O 
• 4848-66-2 Me₃GeOEt 
• 7749-82-8 octamethylcyclotetragermoxane 
• 2237-93-6 hexamethyldigermoxane 
• 16090-53-2 2,2,4,4,6,6-hexamethyl-1,3,5-trioxa-2,4,6-trigermacyclohexane 

Relevant academic research and scientific papers

[FeFe]-Hydrogenase H-Cluster Mimics with Unique Planar μ-(SCH2)2ER2Linkers (E=Ge and Sn)

Analogues of the [2Fe-2S] subcluster of hydrogenase enzymes in which the central group of the three-atom chain linker between the sulfur atoms is replaced by GeR2and SnR2groups are studied. The six-membered FeSCECS rings in these complexes (E=Ge or Sn) adopt an unusual conformation with nearly co-planar SCECS atoms perpendicular to the Fe-Fe core. Computational modelling traces this result to the steric interaction of the Me groups with the axial carbonyls of the Fe2(CO)6cluster and low torsional strain for GeMe2and SnMe2moieties owing to the long C?Ge and C?Sn bonds. Gas-phase photoelectron spectroscopy of these complexes shows a shift of ionization potentials to lower energies with substantial sulfur orbital character and, as supported by the computations, an increase in sulfur character in the predominantly metal–metal bonding HOMO. Cyclic voltammetry reveals that the complexes follow an ECE-type reduction mechanism (E=electron transfer and C=chemical process) in the absence of acid and catalysis of proton reduction in the presence of acid. Two cyclic tetranuclear complexes featuring the sulfur atoms of two Fe2S2(CO)6cores bridged by CH2SnR2CH2, R=Me, Ph, linkers were also obtained and characterized.

Syntheses, spectroscopic characteristics and thermolytic rearrangements of bis-[(trimethylgermyl) methyl]platinum(II) and bis-[(trimethylstannyl) methyl]platinum(II) complexes

The preparations and spectroscopic characteristics are reported of a series of (trimethylgermyl)methyl- and (trimethylstannyl)methyl- platinum(II) complexes with diene and P-donor ancillary ligands, cis-Pt(CH2GeMe3)2L2 (L = PPh3 or PPh2Me; L2 = dppe or cod) and cis-Pt(CH2SnMe3)2L2 (L = PPh3; L2 = cod). Thermolysis of toluene solutions of cis-Pt(CH2GeMe3)2(PPh3)2 leads to cis-Pt(Me)(CH2GeMe2CH2GeMe3)(PPh3)2 via β-alkyl migration, after (non-rate-limiting) phosphine dissociation. Estimated activation parameters (ΔH298 K? = 126 ± 3 kJ mol-1, ΔS? = + 17 ± 7 J mol-1 K-1 and hence ΔG298 K? = 121 ± 5 kJ mol-1) suggest that this system is more migration labile than its silicon analogue, primarily as a result of a lower activation enthalpy. While cis-Pt(CH2GeMe3)2(PPh2Me)2 reacts similarly but less readily, Pt(CH2GeMe3)2(dppe)2 is inert at operable temperatures. Thermolysis of Pt(CH2GeMe3)2(cod) generates 1,1,3,3,-tetramethyldi-1,3-germacyclobutane as the major organogermanium product, while from cis-Pt(CH2SnMe3)2(PPh3)2, 1,1,3,3-tetramethyldi-1,3-stannacyclobutane predominates. Mechanistic implications are discussed.