2,6-DIMETHYLPIPERIDINE

General
Systematic name	2,6-Dimethylpiperidine
Other names	2,6-Lupetidine
Molecular formula	C7H15N
SMILES	CC1CCCC(C)N1
Molar mass	113.20 g/mol
Appearance	Colorless liquid
CAS number	[766-17-6]
Properties
Density and phase	0.84 g/mL
Solubility in water	Low
Other solvents	Most organic solvents
Melting point	? °C
Boiling point	113.2
Basicity (p''K''b)	ca. 10
Structure
Dipole moment	? D
Hazards
MSDS	External MSDS
Main hazards	Flammable
NFPA 704
Flash point	53 °F
R/S statement	R: 11-36/37/38 S: 16-26
RTECS number	OK5775000
Supplementary data page
Structure and properties	''n'', 1.4394
Thermodynamic data	Phase behaviour Solid, liquid, gas
Spectral data	UV, IR, NMR, MS
Related compounds
Related compounds	Piperidine
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

'2,6-Dimethylpiperidines' are chemical compounds with the formula C₅H₈(CH₃)₂NH. Two diastereomers exist: the achiral R,S isomer and the chiral R,R/S,S pair. Dimethylpiperidines are derivatives of the heterocycle piperidine, wherein two hydrogen atoms are replaced by methyl groups.
The 2,6-dimethylpiperidines are prepared by reduction of 2,6-dimethylpyridine (2,6-lutidine). The R,S isomer is favored.
The 2,6-dimethylpiperidines are of interest for their conformational properties. The R,S isomer exists largely in the chair conformation with equatorial methyl groups. The R,R/S,S isomers are attractive chiral secondary amine building blocks.^[1]

Contents

References

External links

References

1. Einhorn, J.; Einhorn, C.; Ratajczak, F.; Durif, A.; Averbuch, M.-T. and Pierre, J.-L., "Synthesis and resolution of a chiral analog of 2,2,6,6-tetramethylpiperidine and of its corresponding nitroxide", Tetrahedron Letters, 1998, volume 39, pages 2565-2568

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