Fenchone

Fenchone^[1]
Names
	IUPAC name 1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
	Other names 1,3,3-Trimethyl-2-norcamphanone
Identifiers
CAS Number	1195-79-5 ; 4695-62-9 D ; 7787-20-4 L ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:4999 ; CHEBI:165 D; CHEBI:36612 L;
ChemSpider	13869 ;
ECHA InfoCard	100.013.458
KEGG	C11387 ;
PubChem CID	14525;
UNII	4Q6W8568TG ; S436YKU51N D ; K6G5Y2Y3Q2 L ;
CompTox Dashboard (EPA)	DTXSID9025324 ;
	InChI InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3 Key: LHXDLQBQYFFVNW-UHFFFAOYSA-N ; InChI=1/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3 Key: LHXDLQBQYFFVNW-UHFFFAOYAX;
	SMILES O=C1C(C)(C)C2CC1(C)CC2;
Properties
Chemical formula	C10H16O
Molar mass	152.23 g/mol
Density	0.948 g/cm3
Melting point	6.1 °C (43.0 °F; 279.2 K)
Boiling point	193.5 °C (380.3 °F; 466.6 K)
Refractive index (nD)	1.4625
	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

Fenchone is an organic compound classified as a monoterpenoid and a ketone. It is a colorless oily liquid. It has a structure and an odor similar to those of camphor. Fenchone is a constituent of absinthe and the essential oil of fennel. Fenchone is used as a flavor in foods and in perfumery.^[2]

Other names for fenchone include dl-fenchone and (±)-fenchone. It is a mixture of the enantiomers d-fenchone and l-fenchone. Other names for d-fenchone include (+)-fenchone and (1S,4R)-fenchone. Other names for l-fenchone include (−)-fenchone and (1R,4S)-fenchone. The d-fenchone enantiomer occurs in pure form in wild, bitter and sweet fennel plants and seeds, whereas the l-fenchone enantiomer occurs in pure form in wormwood, tansy, and cedarleaf.^[3]

^ Merck Index, 11th Edition, 3911.
^ Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim: 2002. Published online: 15 January 2003; doi:10.1002/14356007.a11_141.
^ U. Ravid, E. Putievsky, I. Katzir, R. Ikan “Chiral gc analysis of enantiomerically pure fenchone in essential oils” in Flavour and Fragrance Journal, 7: 169-172, John Wiley & Sons: 1992. Published online: June 1992; doi:10.1002/ffj.2730070314.

[1] Merck Index, 11th Edition, 3911.

[Ullmann-2] Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim: 2002. Published online: 15 January 2003; doi:10.1002/14356007.a11_141.

[Flavour_Fragr-3] U. Ravid, E. Putievsky, I. Katzir, R. Ikan “Chiral gc analysis of enantiomerically pure fenchone in essential oils” in Flavour and Fragrance Journal, 7: 169-172, John Wiley & Sons: 1992. Published online: June 1992; doi:10.1002/ffj.2730070314.

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