Linalyl acetate
Naturelle - Synthétique
Citrus > Zesty > Bergamot > Agrestic > Lavender
Crédits photo: ScenTree SAS
Other names :
Linalyl acetate ; 3,7-dimethylocta-1,6-dien-3-yl acetate ; Bergamol ; Bergamiol ; Acetic acid linalyl ester ; Licareol acetate ; Dihydroterpenyl acetate
Volatility :
Heart
Uses in perfumery :
Linalyl acetate is used in bergamot and lavender accords. Brings a marked freshness in chypre (accompanied by patchouli, oakmoss and cistus among others) and oriental perfumes (accompanied by balsamic and vanilla notes).
Natural availability :
Linalyl acetate is the major component of Bergamot EO, as it is present at about 30 to 40%. Therefore, it can be isolated to obtain natural Linalyl acetate. In addition, acetylation of Lavender EO and Petitgrain Bigarade EO enriches Linalyl acetate, as they contain a high level of Linalool. It is called hemi-synthetic Linalyl acetate. Linalyl acetate can also be removed by fractional distillation to produce it in its natural state.
Year of discovery :
Data not available.
Other comments :
In comparision to Linalyl Propionate, Linalyl acetate is more representative of the smell of Bergamot EO on its agrestic and lavender aspects.
The detection threshold of Linalyl acetate is relatively high, compared with many other molecules used in perfumes.
The detection threshold of Linalyl acetate is relatively high, compared with many other molecules used in perfumes.
Price Range :
€
Stability :
acetates may form acetic acid through time. Linalyl acetate is the most unstable acetate.
Crédits photo: ScenTree SAS
- Molecular formula :
- C12H20O2
- Molecular Weight :
- 196,29 g/mol
- Density :
- 0,901
- Flash Point :
- 94°C
- Fusion Point :
- Donnée indisponible.
- Appearance :
- Colorless liquid
- Log P :
- 3,93
- Boiling Point :
- 220°C
- Detection Threshold :
- 1 ppm (0,0001%)
Synthesis route :
Linalyl acetate is obtained synthetically by an esterification reaction between Linalool and acetic acid or acetic anhydride in an acid medium. Linalool is synthesized in two stages from Myrcene. Linalyl acetate can also be synthesized in two stages from Myrcene, by adding hydrochloric acid, catalysed by copper chloride II. The second step consists in reacting acetic acid with the intermediate product obtained in the presence of sodium acetate and dichloromethane.
Synthesis precursor :
Linalyl acetate is not a precursor to the synthesis of another compound of olfactory interest.
Isomerism :
Linalyl acetate used in perfumery is a racemic mixture of its two (R) and (S) enantiomers. Both have a close smell.
Geranyl acetate, Neryl acetate, Terpenyl acetate and Isobornyl acetate are isomers of Linalyl acetate. However, the first two are reminiscent of pear and rose, Isobornyl acetate is reminiscent of pine, and Terpenyl acetate also has a smell of Bergamot EO, although more fruity-sweet.
- EINECS number :
- 204-116-4
- FEMA number :
- 2636
- JECFA number :
- 359
- FLAVIS number :
- 09.013
- Allergens :
- This ingredient does not contain any allergen.
- IFRA :
- This ingredient is not restricted
To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/library
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