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3,5-Dimethylpiperidine

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(Redirected from 3,5-Lupetidine)
3,5-Dimethylpiperidine
Structure of 3,5-dimethylpiperidine
Names
Preferred IUPAC name
3,5-Dimethylpiperidine
Other names
3,5-Lupetidine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.047.922 Edit this at Wikidata
EC Number
  • 252-730-6
  • InChI=1S/C7H15N/c1-6-3-7(2)5-8-4-6/h6-8H,3-5H2,1-2H3
    Key: IDWRJRPUIXRFRX-UHFFFAOYSA-N
  • CC1CC(CNC1)C
Properties
C7H15N
Molar mass 113.204 g·mol−1
Appearance Colorless liquid
Density 0.853 g/mL (mixture)
Boiling point 144 °C (291 °F; 417 K)
Low
Solubility in other solvents Most organic solvents
1.4454
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Warning
H226, H315, H319, H335
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501
Flash point 33 °C (91 °F; 306 K)
Related compounds
Related compounds
2,6-Dimethylpiperidine
Piperidine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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3,5-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 enantiomeric pair. 3,5-Dimethylpiperidine is a precursor to tibric acid.

The compound is typically prepared by hydrogenation of 3,5-dimethylpyridine. Both diastereomers also arise from the reduction of 3,5-dimethylpyridine with lithium triethylborohydride.[1]

References

[edit]
  1. ^ Blough, Bruce E.; Carroll; F. Ivy (1993). "Reduction of isoquinoline and pyridine-containing heterocycles with lithium triethylborohydride (Super-Hydride)". Tetrahedron Letters. 34 (45): 7239–42. doi:10.1016/S0040-4039(00)79297-5.