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Preparation, structure and reactivity

Methyltrimethoxysilane is usually prepared from methyltrichlorosilane and methanol:

Alcoholysis of alkylchlorosilanes typically proceeds via an SN2 mechanism. Inversion of the configuration is favored during nucleophilic attack when displacing good leaving groups, such as chloride.³ In contrast, displacement of poor leaving groups, such as alkoxide, retention is favored.⁴

Methyltrimethoxysilane is tetrahedral and is often described as sp3 hybridized. It has idealized C3v point symmetry.

Hydrolysis of MTM proceeds both under acidic and basic conditions. Under acid conditions, rates of successive hydrolyses for methyltrimethoxysilane decreases with each step. Under basic condition the opposite is true.⁵

See also

• Octadecyltrimethoxysilane

References

1. Brinker, C.J. (1988). "Hydrolysis and condensation of silicates: Effects on structure" (PDF). Journal of Non-Crystalline Solids. 100: 31. Bibcode:1988JNCS..100...31B. doi:10.1016/0022-3093(88)90005-1. https://zenodo.org/record/1253942/files/article.pdf ↩

2. Kuroda, Kazuyuki; Shimojima, Atsushi; Kawahara, Kazufumi; Wakabayashi, Ryutaro; Tamura, Yasuhiro; Asakura, Yusuke; Kitahara, Masaki (2014). "Utilization of Alkoxysilyl Groups for the Creation of Structurally Controlled Siloxane-Based Nanomaterials". Chemistry of Materials. 26: 211. doi:10.1021/cm4023387. /wiki/Doi_(identifier) ↩

3. Stephan, Pawlenko (1986). Organosilicon Chemistry. Berlin: Walter de Gruyter. ISBN 9780899252025. 9780899252025 ↩

4. Colvin, Ernest W. (1981). Silicon in Organic Synthesis. Butterworth and Co Ltd. doi:10.1016/c2013-0-04155-2. ISBN 978-0-408-10831-7. 978-0-408-10831-7 ↩

5. Brinker, C.J. (1988). "Hydrolysis and condensation of silicates: Effects on structure" (PDF). Journal of Non-Crystalline Solids. 100: 31. Bibcode:1988JNCS..100...31B. doi:10.1016/0022-3093(88)90005-1. https://zenodo.org/record/1253942/files/article.pdf ↩