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2,2,6,6 Tetramethylpiperidine

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Abbreviations  TMP
Molar mass  141.254 g/mol
Density  830 kg/m³
Appearance  Clear liquid
2,2,6,6-Tetramethylpiperidine wwwsigmaaldrichcomcontentdamsigmaaldrichstr

2,2,6,6-Tetramethylpiperidine or TMP or HTMP is an organic compound of the amine class. In appearance, it is a colorless liquid and has a "fishy", amine-like odor. This amine is used in chemistry as a hindered base (hindered amine) because it can dissolve in organic solvents unlike inorganic bases such as potassium hydroxide.

There are many ways to synthesise TMP. One method 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.

References

2,2,6,6-Tetramethylpiperidine Wikipedia


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