1,2-Dimethoxytetramethyldisilane

Catalog Number	ACM10124626-1
CAS Number	10124-62-6
Structure
Molecular Weight	178.38 g/mol
Molecular Formula	C6H18O2Si2
Boiling Point	138 °C(760 mmHg)
Flash Point	27.1 °C
Density	0.842 g/mL
Packaging	10 g; 100 g;

Case Study

1,2-Dimethoxytetramethyldisilane to generate novel silacyclopentanes

Tamao, Kohei, et al. Journal of the American Chemical Society 117.46 (1995): 11592-11593.

1,2-Dimethoxytetramethyldisilane reacts with styrene and α-methylstyrene in tetrahydrofuran (THF) in the presence of NaOMe catalyst to give new silacyclopentanes 1,1-dimethyl-2,4-diphenyl-1-silacyclopentane (IIIa) and 1,1,2,4-tetramethyl-L2,4-diphenyl-1-nonacyclopentane (IIIb), respectively. These silacyclopentanes were found to exist as a mixture. Similar results were obtained using metallic sodium instead of NaOMe. Similar results were obtained from the reaction of the polysilane mixture MeO(SiMq),OMe (n 2 3) with styrene. In some cases, polysilacycloalkanes were obtained. The formation mechanism of silacyclopentanes and polysilacycloalkanes was proposed. Electron impact decomposition of silacyclopentanes IIIa and IIIb, trisilacycloalkanes IV and tetrasilacycloalkanes V was found to produce molecular ions corresponding to silacyclopropane, cyclotrisilane and cyclotetrasilane systems.
A solution of 1,2-dimethoxytetramethyldisilane (I) (2.0 g, 11.2 mmol) and styrene (1.0 g, 5.6 mmol) in THF (2 ml) was added to a suspension of NaOMe (0.06 g, 1.2 mmol) in THF (2 ml) with stirring. Tetrahydrofuran (5 ml). The mixture was refluxed for 3 h. The progress of the reaction was monitored by GLC. After adding NH4Cl (0.5 g) and stirring overnight, the mixture was filtered to obtain a light yellow solution, which was concentrated. The resulting viscous liquid was subjected to GLC analysis. The results showed that three products were formed.

1,2-Dimethoxytetramethyldisilane is used as a reaction principle

Ishikawa, Mitsuo, Akinobu Naka, and Joji Ohshita. Asian Journal of Organic Chemistry 4.11 (2015): 1192-1209.

Addition of silylene to acetylene and photochemical isomerization of alkynyldisilanes are considered the main routes to synthesize silacyclopropenes. These molecules are stable under ambient conditions when sufficiently large substituents are introduced onto the strained three-membered ring system to make them kinetically stable. In fact, they undergo various reactions such as photolysis, thermolysis, and transition metal-catalyzed reactions, leading to the formation of reactive intermediates, including silylene and silacyclopropene and their transition metal complexes, through which a large number of conversions to silylene-containing cyclic and acyclic compounds are possible.
Some molecules readily insert directly into the C-Si bond in the strained silacyclopropene ring. In fact, silylene readily reacts with silacyclopropene to form the insertion product 1,2-disilacyclobutene. For example, the vapor phase co-pyrolysis of 1,2-dimethoxytetramethyldisilane and 2-butyne produces hexamethyldisilacyclobutene, which is generated by the insertion of a dimethylsilylene group into the C-Si bond of the initially formed tetramethylsilacyclopropene.

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