2,6-Dimethylpiperidine

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2,6-Dimethylpiperidine
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 (pKb) 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)
Infobox disclaimer and references

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]

[edit] 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

[edit] External links

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