Some Properties of the Sterically-Hindered Aminosilane (Me3Si)3CSiMe2NH2

Journal Title, Volume, Page:

Journal of Organometallic Chemistry Volume 220, Issue 2, Pages 139–143

Year of Publication:

1981

Link:

http://www.sciencedirect.com/science/article/pii/S0022328X00901001

Authors:

Foad M.S. Mahmoud

School of 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]

Colin Eaborn

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

Preferred Abstract (Original):

The amine (Me₃Si)₃CSiMe₂NH₂ has been made by treatment of (Me₃Si)₃CSiMe₂OClO₃ with liquid ammonia. It is recovered unchanged from its solutions in methanol containing acid or base or in trifluoroacetic acid, and is unaffected by various diazotizing agents.

The hydrochloride (Me₃Si)₃CSiMe₂NH₃Cl has a pK_a of 4.1 in ca. 42/58 v/v H₂O/THF at 20°C.

1 The probability that the much slower methanolysis of the iodide TsiSiMe₂I also involves an S_N1 process is under investigation.

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Some Properties of the Sterically-Hindered Aminosilane (Me3Si)3CSiMe2NH2