Photo credits: ScenTree SAS
Eugenyl acetate
Spicy > Warm Spices > Eugenol > White Flowers > Tobacco
Acetyl Eugenol ; 2-methoxy-4-prop-2-enylphenyl acetate ; Acetic acid eugenyl ester
Photo credits: ScenTree SAS
General Presentation
-
CAS N° :
93-28-7 -
EINECS number :
202-235-6 -
FEMA number :
2469 -
FLAVIS number :
9,02
-
JECFA number :
1531 -
Volatility :
Heart/Base -
Price Range :
€€€
Physico-chemical properties
-
Appearance :
Colorless liquid that solidifies at room temperature -
Density :
1,079 -
Refractive Index @20°C :
1,514 - 1,522 -
Optical rotation :
Donnée indisponible. -
Vapor pressure :
Donnée indisponible. -
Flash Point :
110°C (230°F)
-
Molecular formula :
C12H14O3 -
Molecular Weight :
206,24 g/mol -
Log P :
Donnée indisponible. -
Fusion Point :
25°C (77°F) -
Boiling Point :
284°C (543,2°F) -
Detection Threshold :
Donnée indisponible.
Chemistry & Uses
Uses in perfumery :
Eugenyl acetate is used in clove notes to deepen a floral character, or in white floral notes such as jasmine to affirm its spicy facet. Very good for jasmine tea notes.
Year of discovery :
Data not available.
Natural availability :
Eugenyl acetate is present in a relatively small amount in Ceylon Cinnamon EO (and other origins), Cinnamon Leaf EO, Clove Bud EO, Clove Leaf EO, in Bay St-Thomas EO and Laurel Bay EO among others. It can be extracted in its natural state from all these essential oils.
Isomerism :
Aldehyde C-16 and Aldehyde C-20 are constitutional isomers of Eugenyl acetate. However, their smell is quite different, as they are fruity rather than spicy.
Synthesis precursor :
Eugenyl acetate is not a precursor to the synthesis of another compound of olfactory interest.
Synthesis route :
Eugenyl acetate is synthesized by an esterification reaction between acetic acid and Eugenol. The reaction is catalysed by the presence of a strong acid in a small quantity, such as concentrated sulfuric acid. For a better yield, the reaction may be done with acetic anhydride or chloroacetic acid instead of acetic acid.
Stability :
acetates may form acetic acid through time
Most of the time, the occurrence of a benzenic cycle in a molecule causes a coloration of this molecule through time
Other comments :
Comparing it with Eugenol, Eugenyl acetate has a more floral-jasmine facet and a smell closer to tobacco.
Labelling
Allergens :
This ingredient is classified as an allergen under European Regulation 2023/1545, dated August 26, 2023.
Its presence must therefore be declared on product labels when it exceeds 0.001% in leave-on products and 0.01% in rinse-off products.
Signal word :
Warning
Hazard pictograms :
Precautionary statements :
| HAZARD | PRECAUTION |
|---|---|
| H302 Harmful if swallowed.
H315 Causes skin irritation. |
P264 Wash ... thoroughly after handling. P270 Do no eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. P301 + P312 IF SWALLOWED: Call a POISON CENTER/doctor/… if you feel unwell. P302 + P352 IF ON SKIN: Wash with plenty of water/… P321 Specific treatment (see ... on this label). P330 Rinse mouth. P332 + P313 If skin irritation occurs: Get medical advice/attention. P362 Take off contaminated clothing. P501 Dispose of contents/container to… |
IFRA
IFRA 51th :
This ingredient is not restricted for the 51th amendment