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.

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

Names
Preferred IUPAC name 2,2,6,6-Tetramethylpiperidin-4-amine
Other names 2,2,6,6-Tetramethyl-4-aminopiperidine
Identifiers
CAS Number	36768-62-4
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL368366
ChemSpider	34423
ECHA InfoCard	100.048.345
EC Number	253-197-2
PubChem CID	37524
UNII	ETF220Q65R
CompTox Dashboard (EPA)	DTXSID3044388
InChI InChI=1S/C9H20N2/c1-8(2)5-7(10)6-9(3,4)11-8/h7,11H,5-6,10H2,1-4H3 Key: FTVFPPFZRRKJIH-UHFFFAOYSA-N
SMILES CC1(CC(CC(N1)(C)C)N)C
Properties
Chemical formula	C9H20N2
Molar mass	156.273 g·mol−1
Appearance	colorless liquid
Density	0.8966 g/cm3
Melting point	17 °C (63 °F; 290 K)
Boiling point	188.5 °C (371.3 °F; 461.6 K)
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H290, H302, H314, H412
Precautionary statements	P234, P260, P264, P270, P273, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P390, P404, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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:^[1]

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

Compound Properties

Boiling point is 188.5 °C ^[2] Melting point is 17 °C. ^[3] Density is 0.8966 g/cm3 @ Temp: 20 °C ^[4]

Toxicity

A study by Truda et al, has reported the median lethal dose LD(50) as 906mg/kg in rats. .^[5]