Fenchone

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]

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^Y 4695-62-9 D^Y 7787-20-4 L^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:4999^Y CHEBI:165 D CHEBI:36612 L
ChemSpider	13869^Y
ECHA InfoCard	100.013.458
KEGG	C11387^Y
PubChem CID	14525
UNII	4Q6W8568TG^Y S436YKU51N D^Y K6G5Y2Y3Q2 L^Y
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^Y Key: LHXDLQBQYFFVNW-UHFFFAOYSA-N^Y 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/cm^3
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).
N verify (what is ^YN ?)
Infobox references

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]

References

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