2,6-Dimethylpiperidine

2,6-Dimethylpiperidine
Names
	Preferred IUPAC name 2,6-Dimethylpiperidine
	Other names 2,6-Lupetidine; nanofin; nanophyn
Identifiers
CAS Number	504-03-0 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEMBL	ChEMBL2104431;
ChemSpider	62076 ;
ECHA InfoCard	100.007.256
EC Number	207-981-6;
PubChem CID	68843;
RTECS number	OK5775000;
UNII	329I5805BP;
CompTox Dashboard (EPA)	DTXSID8048527 ;
	InChI InChI=1S/C7H15N/c1-6-4-3-5-7(2)8-6/h6-8H,3-5H2,1-2H3 Key: SDGKUVSVPIIUCF-UHFFFAOYSA-N ; InChI=1/C7H15N/c1-6-4-3-5-7(2)8-6/h6-8H,3-5H2,1-2H3 Key: SDGKUVSVPIIUCF-UHFFFAOYAU;
	SMILES CC1CCCC(C)N1; N1C(C)CCCC1C;
Properties
Chemical formula	C7H15N
Molar mass	113.204 g·mol−1
Appearance	Colorless liquid
Density	0.84 g/mL
Boiling point	113.2 °C (235.8 °F; 386.3 K)
Solubility in water	Low
Solubility in other solvents	Most organic solvents
Basicity (pKb)	ca. 10
Refractive index (nD)	1.4394
Hazards
Main hazards	Flammable
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H225, H314, H315, H319, H335
GHS precautionary statements	P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+330+331, P302+352, P303+361+353, P304+340, P305+351+338, P310, P312, P321, P332+313, P337+313, P362, P363, P370+378, P403+233
Flash point	11 °C (52 °F; 284 K)
Related compounds
Related compounds	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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	Infobox references

2,6-Dimethylpiperidines are chemical compounds with the formula C₅H₈(CH₃)₂NH. Three stereoisomers exist: the achiral (R,S)-isomer and the chiral (R,R)/(S,S) enantiomeric 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 achiral isomer is the predominant isomer produced in this reaction.

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]

References

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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[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