2,2,6,6-TETRAMETHYLPIPERIDINE

'2,2,6,6-Tetramethylpiperidine' or 'TMP' or 'HTMP' is a clear light yellow liquid with an amine odor. This amine is used in chemistry as a hindered base because it can dissolve in organic solvents unlike ordinary bases such as potassium hydroxide.
There are many ways to synthesise TMP. One recent method ^[1] starts with a conjugate addition reaction of ammonia to phorone. The intermediate triacetone amine is then reduced in a Wolff-Kishner reaction.


TMP is the starting material for an even stronger base lithium tetramethylpiperidide and the radical species TEMPO. Another non-nucleophilic base is N,N-diisopropylethylamine.

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See also

References

External links

See also

★ 2,6-Dimethylpiperidine

References

1. ''A Large-Scale Low-Cost Access to the Lithium 2,2,6,6-Tetramethylpiperidide Precursor'' Detlef Kampmann, Georg Stuhlmüller, Roger Simon, Fabrice Cottet, Frédéric Leroux, Manfred Schlosser Synthesis 2005 1028-1029 Abstract

External links

★ DataSheet I

★ DataSheet II

★ TMP applied in synthesis in Organic Syntheses