The SN1 Methanolysis of a Tertiary Organosilicon Iodide, (Me3Si)3CSiMe2I

Journal Title, Volume, Page:

Journal of Organometallic Chemistry Volume 232, Issue 3, Pages 215–218

Year of Publication:

1982

Link:

http://www.sciencedirect.com/science/article/pii/S0022328X00890646

Authors:

Foad M.S. Mahmoud

School of Chemistry and Molecular Sciences, University of Sussex, Brighton BN1 9QJ Great Britain

Current Affiliation:

Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine

[email protected]

Saman A.I. Al-Shali

School of Chemistry and Molecular Sciences, University of Sussex, Brighton BN1 9QJ Great Britain

Colin Eaborn

School of Chemistry and Molecular Sciences, University of Sussex, Brighton BN1 9QJ Great Britain

Preferred Abstract (Original):

The highly sterically-hindered organosilicon iodide (Me₃Si)₃CSiMe₂I undergoes solvolysis in MeOH by anS_N1 process; the half-life is approximately 13 days at 50°C, and the reaction is little accelerated by the presence of NaOMe, which does, however, induce a competing fragmentation.

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The SN1 Methanolysis of a Tertiary Organosilicon Iodide, (Me3Si)3CSiMe2I