5-Methyl-2-hepten-4-one

Description

5-Methyl-2-hepten-4-one has a hazelnut, metallic, buttery odor and a hazelnut, buttery, mushroom taste.

Chemical properties

(2E)-5-Methyl-2-hepten-4-one has a fruity, hazelnut, and green odor reminding of dried fruits and a characteristic, nutty, roasted, and nougat-like hazelnut flavor. It was identified as the character compound of natural hazelnut flavor. Preparation is possible, for example, by Grignard reaction of 2-butyl magnesium chloride with crotonaldehyde and subsequent oxidation or by reaction of 2-methylbutanoyl chloride with propene.
The material is used in fragrances as top-note booster in exotic fruit and citrus notes and in nut, cocoa, coffee, and so on, flavors.

Chemical properties

5-Methyl-2-hepten-4-one has a hazelnut, metallic, buttery odor and a hazelnut, buttery, mushroom taste.

Occurrence

Reported found in roasted hazelnuts and roasted filberts.

Aroma threshold values

Aroma characteristics at 1.0%: sweet roasted hazelnuts, rich nutty with a roasted nut skin.

Taste threshold values

Taste characteristics at 5 ppm: nutty, roasted, coffee, cocoa, brown with an earthy brown and meaty nuance, sugar fondant, delicate, hazelnut, with macadamia and pecan nuances

Trade name

Filbertone (Symrise).