Tropane

Tropane^[1]
Names
	IUPAC name N-Methyl-8-azabicyclo[3.2.1]octane
	Other names 2,3-Dihydro-8-methylnortropidine
Identifiers
CAS Number	529-17-9 ;
3D model ( JSmol)	Interactive image;
Beilstein Reference	6379695
ChEBI	CHEBI:35615 ;
ChemSpider	553556 ;
ECHA InfoCard	100.156.627
EC Number	628-350-5;
PubChem CID	637986;
UNII	62QFG0728A ;
CompTox Dashboard (EPA)	DTXSID50879243 ;
	InChI InChI=1S/C8H15N/c1-9-7-3-2-4-8(9)6-5-7/h7-8H,2-6H2,1H3/t7-,8+ Key: XLRPYZSEQKXZAA-OCAPTIKFSA-N ; InChI=1S/C8H15N/c1-9-7-3-2-4-8(9)6-5-7/h7-8H,2-6H2,1H3/t7-,8+ Key: XLRPYZSEQKXZAA-OCAPTIKFBA; Key: XLRPYZSEQKXZAA-OCAPTIKFSA-N;
	SMILES N1(C)[C@H]2CC[C@@H]1CCC2;
Properties
Chemical formula	C8H15N
Molar mass	125.211 g/mol
Density	0.9259 at 15 °C
Boiling point	163 to 169 °C (325 to 336 °F; 436 to 442 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Tropane is a

deadly nightshade, datura, potato, tomato).^[2]^[3]

Structurally, tropane is cycloheptane with a nitrogen bridge between carbons 1 and 5 and an additional methyl group attached to the nitrogen. While carbons 1 and 5 are asymmetric carbons, tropane itself is optically inactive due to mirror symmetry.

8-Azabicyclo[3.2.1]octane (tropane without the N-methyl group) is known as nortropane or nor-tropane.

References

^ Merck Index, 11th Edition, 9689.
^ "Atropine content of plants". USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland. Archived from the original on November 7, 2004. Retrieved July 25, 2005.
^ "Cocaine content of plants". USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland. Archived from the original on November 7, 2004. Retrieved July 25, 2005.