• Source: 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
Melting point is 17 °C.
Density is 0.8966 g/cm3 @ Temp: 20 °C




Toxicity


A study by Truda et al, has reported the median lethal dose LD(50) as 906mg/kg in rats.
.




References






Related compounds


Pempidine
2,2,6,6-Tetramethylpiperidine




Further reading


C. McFarland; D. Vicic; A. Debnath (2006). "Rapid Microwave-Assisted Syntheses of Derivatives of HIV-1 Entry Inhibitors". Synthesis. 2006 (5): 807–812. doi:10.1055/s-2006-926339.
L. Tilley; J. Bobbitt; S. Murray; C. Camire (2013). "A Revised Preparation of (4-Acetamido-2,2,6,6-tetramethylpiperidin-1-yl)oxyl and 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate: Reagents for Stoichiometric Oxidations of Alcohols". Synthesis. 45 (3): 326–329. doi:10.1055/s-0032-1317861.
A. Germanova; L. Aizvert; A. Shidlovskaia; L. Melnikova; M. Bidevkina (1984). "Comparative characteristics of the toxicity, safety and nature of the biological effect on the body of 4-hydroxy-2,2,6,6-tetramethylpiperidine and 4-amino-2,2,6,6-tetramethylpiperidine". Gig Tr Prof Zabol (5): 53–54. PMID 6745687.
M. Gergely; A. Takacs; L.Kollar (2016). "4-Amino-TEMPO as N-Nucleophile in Palladium-Catalyzed Aminocarbonylation". Heterocyclic Chemistry. 54 (1): 634–640. doi:10.1002/jhet.2635.

Kata Kunci Pencarian:

• 4-Amino-2,2,6,6-tetramethylpiperidine
• 4-Acetamido-TEMPO
• Triacetonamine
• Organic radical battery
• Piperidine
• Oxoammonium-catalyzed oxidation
• Group 13/15 multiple bonds