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

4-Amino-2,2,6,6-tetramethylpiperidine
Names
	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 pictograms
GHS Signal word	Danger
GHS hazard statements	H290, H302, H314, H318, H412
GHS precautionary statements	P234, P260, P264, P270, P273, P280, P301+312, P301+330+331, P303+361+353, P304+340, P305+351+338, 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

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:[1]

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

References

Nabyl Merbouh; James M. Bobbitt; Christian Brückner (2004). "Preparation of Tetramethylpiperdine-1-oxoammonlum Salts and Their Use as Oxidants in Organic Chemistry. A Review". Organic Preparations and Procedures International. 36: 1–31. doi:10.1080/00304940409355369.

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[1] Nabyl Merbouh; James M. Bobbitt; Christian Brückner (2004). "Preparation of Tetramethylpiperdine-1-oxoammonlum Salts and Their Use as Oxidants in Organic Chemistry. A Review". Organic Preparations and Procedures International. 36: 1–31. doi:10.1080/00304940409355369.