4-Amino-2,2,6,6-tetramethylpiperidine

4-Amino-2,2,6,6-tetramethyl-4-piperidine is an organic compound with the formula H2NCH(CH2CMe2)2NH (where Me = CH3). Classified as a diamine, it is a colorless oily liquid.

The compound is an intermediate in the preparation of Bobbitt's salt, an oxidant used in organic synthesis. It is prepared by the reductive amination of the corresponding ketone:

OC(CH2CMe2)2NH + NH3 + H2 → H2NCH(CH2CMe2)2NH + H2O

Compound Properties

Boiling point is 188.5 °C.[PhysProp data were obtained from: https://commonchemistry.cas.org/detail?cas_rn=36768-62-4] Melting point is 17 °C.[PhysProp data were obtained from: https://commonchemistry.cas.org/detail?cas_rn=36768-62-4] Density is 0.8966 g/cm3 @ Temp: 20 °C.[PhysProp data were obtained from: https://commonchemistry.cas.org/detail?cas_rn=36768-62-4]

Toxicity A study by Truda et al, has reported the median lethal dose LD(50) as 906mg/kg in rats.[ Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(5), Pg. 53, 1984]

References

Related compounds Pempidine 2,2,6,6-Tetramethylpiperidine

Further reading