2,2,6,6-tetramethylpiperidine
| tetramethylpiperidine TMP | |
|---|---|
| Chemical name | 2,2,6,6-tetramethylpiperidine |
| Chemical formula | C9H9N |
| Molecular mass | 141.25 g/mol |
| Melting point | 42 °C |
| Boiling point | 152 °C |
| Density | 0.83 g/cm3 |
| CAS number | 768–66–1 |
| SMILES | |
| Disclaimer and references | |
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 base because it can dissolve in organic solvents unlike ordinary bases like 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
External links
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
Categories: Organic compounds