Menu
Home
People
Places
Arts
History
Plants & Animals
Science
Life & Culture
Technology
Reference.org
Methyltrimethoxysilane
open-in-new
<h2 id="preparation-structure-and-reactivity">Preparation, structure and reactivity</h2> <p>Methyltrimethoxysilane is usually prepared from <a href="/facts/Methyltrichlorosilane/4F74TXe6">methyltrichlorosilane</a> and <a href="/facts/Methanol/EIfpoNCg">methanol</a>: </p> CH3SiCl3 + 3 CH3OH → CH3Si(OCH3)3 + 3 HCl <p>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.<a class="footnote-ref" id="fnref:3" href="#fn:3"><sup>3</sup></a> In contrast, displacement of poor leaving groups, such as <a href="/facts/Alkoxide/RqG0rm1v">alkoxide</a>, retention is favored.<a class="footnote-ref" id="fnref:4" href="#fn:4"><sup>4</sup></a> </p><p>Methyltrimethoxysilane is tetrahedral and is often described as sp3 hybridized. It has idealized C3v <a href="/facts/Point_group/41NSqUN6">point symmetry</a>. </p><p>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.<a class="footnote-ref" id="fnref:5" href="#fn:5"><sup>5</sup></a> </p> <h2 id="see-also">See also</h2> <ul><li><a href="/facts/Octadecyltrimethoxysilane/LaAISXFS">Octadecyltrimethoxysilane</a></li></ul> <h2 id="references">References</h2> <ol> <li id="fn:1"><p>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. <a href="https://zenodo.org/record/1253942/files/article.pdf" target="_blank">https://zenodo.org/record/1253942/files/article.pdf</a> <a href="#fnref:1" class="footnote-back-ref">↩</a></p></li> <li id="fn:2"><p>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. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:2" class="footnote-back-ref">↩</a></p></li> <li id="fn:3"><p>Stephan, Pawlenko (1986). Organosilicon Chemistry. Berlin: Walter de Gruyter. ISBN 9780899252025. <a href="9780899252025" target="_blank">9780899252025</a> <a href="#fnref:3" class="footnote-back-ref">↩</a></p></li> <li id="fn:4"><p>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. <a href="978-0-408-10831-7" target="_blank">978-0-408-10831-7</a> <a href="#fnref:4" class="footnote-back-ref">↩</a></p></li> <li id="fn:5"><p>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. <a href="https://zenodo.org/record/1253942/files/article.pdf" target="_blank">https://zenodo.org/record/1253942/files/article.pdf</a> <a href="#fnref:5" class="footnote-back-ref">↩</a></p></li> </ol>