Tropinone

Tropinone
Names
	IUPAC name 8-Methyl-8-azabicyclo[3.2.1]octan-3-one
	Other names 3-Tropinone
Identifiers
CAS Number	532-24-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16656 ;
ChemSpider	393722 ;
DrugBank	DB01874 ;
ECHA InfoCard	100.007.756
PubChem CID	446337;
UNII	2A8CC8KA5F ;
CompTox Dashboard (EPA)	DTXSID30862133 ;
	InChI InChI=1S/C8H13NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-7H,2-5H2,1H3/t6-,7+ Key: QQXLDOJGLXJCSE-KNVOCYPGSA-N ; InChI=1S/C8H13NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-7H,2-5H2,1H3/t6-,7+ Key: QQXLDOJGLXJCSE-KNVOCYPGBG; Key: QQXLDOJGLXJCSE-KNVOCYPGSA-N;
	SMILES CN1[C@@H]2CC[C@H]1CC(=O)C2;
Properties
Chemical formula	C8H13NO
Molar mass	139.195 g/mol
Appearance	Brown solid
Melting point	42.5 °C (108.5 °F; 315.6 K)
Boiling point	(decomposes)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H314
NFPA 704 (fire diamond)	2 1 0
	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

Tropinone is an alkaloid, famously synthesised in 1917 by Robert Robinson as a synthetic precursor to atropine, a scarce commodity during World War I.^[2]^[3] Tropinone and the alkaloids cocaine and atropine all share the same tropane core structure. Its corresponding conjugate acid at pH 7.3 major species is known as tropiniumone.^[4]

^ ^a ^b "Tropinone". Substance Information. ECHA.
^ Robinson R (1917). "LXIII. A Synthesis of Tropinone". Journal of the Chemical Society, Transactions. 111: 762–768. doi:10.1039/CT9171100762.
^ Nicolaou KC, Vourloumis D, Winssinger N, Baran PS (2000). "The Art and Science of Total Synthesis at the Dawn of the Twenty-First Century". Angewandte Chemie International Edition. 39 (1): 44–122. doi:10.1002/(SICI)1521-3773(20000103)39:1<44::AID-ANIE44>3.0.CO;2-L. PMID 10649349.
^ Chemical Entities of Biological Interest Identification code: ChEBI:57851 "tropiniumone"

[echa-1] "Tropinone". Substance Information. ECHA.

[2] Robinson R (1917). "LXIII. A Synthesis of Tropinone". Journal of the Chemical Society, Transactions. 111: 762–768. doi:10.1039/CT9171100762.

[3] Nicolaou KC, Vourloumis D, Winssinger N, Baran PS (2000). "The Art and Science of Total Synthesis at the Dawn of the Twenty-First Century". Angewandte Chemie International Edition. 39 (1): 44–122. doi:10.1002/(SICI)1521-3773(20000103)39:1<44::AID-ANIE44>3.0.CO;2-L. PMID 10649349.

[4] Chemical Entities of Biological Interest Identification code: ChEBI:57851 "tropiniumone"

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