Filbertone

Filbertone

Names
IUPAC name (2E)-5-Methyl-2-hepten-4-one
Identifiers
CAS Number	102322-83-8 Y 135910-94-0 (R) Y 122440-59-9 (S) Y
3D model (JSmol)	Interactive image
ChemSpider	4515100
ECHA InfoCard	100.133.148
PubChem CID	5362588
UNII	8K2S58736F Y F91628PI7J (R) Y Z91CSH86RZ (S) Y
CompTox Dashboard (EPA)	DTXSID401017670
InChI InChI=1S/C8H14O/c1-4-6-8(9)7(3)5-2/h4,6-7H,5H2,1-3H3/b6-4+ Key: ARJWAURHQDJJAC-GQCTYLIASA-N InChI=1/C8H14O/c1-4-6-8(9)7(3)5-2/h4,6-7H,5H2,1-3H3/b6-4+ Key: ARJWAURHQDJJAC-GQCTYLIABX
SMILES O=C(/C=C/C)C(C)CC
Properties
Chemical formula	C8H14O
Molar mass	126.199 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Filbertone is the principal flavor compound of hazelnuts.^[1] It is used in perfumery and is designated as generally recognized as safe (GRAS) for use in food products.^[2]

Because filbertone is found in hazelnut oil, its presence can be used to detect the adulteration of olive oil with less expensive hazelnut oil.^[3][4]

The natural compound is a mixture of both enantiomers, and its composition can vary depending on the source.^[5][6] Whilst the aroma of the racemate is described as "hazelnut, nutty",^[7] the dextro enantiomer (+)-(E,S)-filbertone is described as "hazelnut, metallic, fatty, nutty"^[8] and the laevo enantiomer (-)-(E,R)-filbertone is "hazelnut, soft, buttery, chocolate, metallic, nutty".^[9]