Triacetone amine

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Triacetone amine
Image:Triacetone amine.jpg
General
Systematic name  ?
Other names 2,2,6,6-Tetramethylpiperidinone
Molecular formula C9H17NO
SMILES  ?
Molar mass 155.23 g/mol
Appearance colorless low-melting solid
CAS number [826-36-8]
Properties
Density and phase  ? g/cm3
Solubility in water moderate
Other solvents most organic solvents
Melting point 43 °C
Boiling point 205 °C
Basicity (pKb)  ?
Viscosity  ? cP at ? °C
Structure
Dipole moment  ? D
Hazards
MSDS External MSDS
Main hazards flammable
NFPA 704
Flash point 164 °F
R/S statement R: 22-36/37/38
S: 26-36/37
RTECS number TO0127900
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
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.