Triacetone amine

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Triacetone amine
IUPAC name 2,2,6,6-Tetramethylpiperidinone
Other names Triacetone amine
Identifiers
CAS number [826-36-8]
RTECS number TO0127900
SMILES O=C1CC(C)(C)NC(C)(C)C1
Properties
Molecular formula C9H17NO
Molar mass 155.23 g/mol
Appearance Colorless low-melting solid
Density  ? g/cm3
Melting point

43 °C

Boiling point

205 °C

Solubility in water Moderate
Solubility in other solvents Most organic solvents
Hazards
Main hazards flammable
R-phrases 22-36/37/38
S-phrases 26-36/37
Flash point 164 °F
Related compounds
Related compounds Piperidine
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Triacetone amine is the heterocycle that arises via the condensation of acetone and ammonia according to the following equation:

3 CH3C(O)CH3 + NH3 → OC(CH2C(CH3)2)2NH + 2 H2O

It is used to prepare the hindered amine 2,2,6,6-tetramethylpiperidine, CH2[CH2C(CH3)2]2NH.[1]

[edit] References

  1. ^ Sorgi, K. L. “2,2,6,6-Tetramethylpiperidine” in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. DOI: 10.1002/047084289.