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
Other names
2,2,6,6-Tetramethyl-4-aminopiperidine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.048.345
EC Number
  • 253-197-2
UNII
Properties
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
H290, H302, H314, H318, H412
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

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

  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.
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