4-Amino-2,2,6,6-tetramethyl-4-piperidine is an
organic compound with the formula H
2NCH(CH
2CMe
2)
2NH (where Me = CH
3). Classified as a
diamine
A diamine is an amine with exactly two amino groups. Diamines are used as monomers to prepare polyamides, polyimides, and polyureas. The term ''diamine'' refers mostly to primary diamines, as those are the most reactive.
In terms of quantities p ...
, it is a colorless oily liquid.
The compound is an intermediate in the preparation of
Bobbitt's salt
Bobbitt's salt is an oxoammonium compound derived from 4-acetamido-2,2,6,6-tetramethylpiperidine. It contains the tetrafluoroborate anion and is named after the American chemist James M. Bobbitt.
As a less expensive analogue of the ''N''-oxoam ...
, an
oxidant used in organic synthesis. It is prepared by the
reductive amination of the corresponding
ketone
In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bo ...
:
:OC(CH
2CMe
2)
2NH + NH
3 + H
2 → H
2NCH(CH
2CMe
2)
2NH + H
2O
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.
.
[ Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(5), Pg. 53, 1984/ref>
]
References
Related compounds
*Pempidine
Pempidine is a ganglion-blocking drug, first reported in 1958 by two research groups working independently, and introduced as an oral treatment for hypertension.
Pharmacology
Reports on the "classical" pharmacology of pempidine have been publis ...
* 2,2,6,6-Tetramethylpiperidine
Further reading
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{{DEFAULTSORT:Amino-2, 2, 6, 6-tetramethyl-4-piperidine, 4-
Piperidines
Diamines