Estragole
Natural - Synthetic
Herbal > Anisic > Agrestic > Green > Animalic
Crédits photo: ScenTree SAS
Other names :
4-allyl anisole ; Para-allyl anisole ; Para-allyl methoxybenzene ; 4-allyl methoxybenzene ; 1-allyl-4-methoxybenzol ; 4-allylphenyl methyl ether ; Isoanethole ; Méthyl chavicol ; Chavicol methyl ether ; Esdragol ; 1-methoxy-4-(2-propen-1-yl)-benzene ; Para-methoxyallyl benzene
Volatility :
Head
Uses in perfumery :
Estragole brings an anisic and green facet in a composition. It is overall used in masculine fragrances in low quantity to bring a sweet effect, while Anethole is even sweeter. Estragole is also used due to its low cost.
Natural availability :
Estragole is found in nature in some essential oils : Tarragon EO, Basil (Estragol chemotype) EO and Turpentine EO for example. It can be extracted from them by distillation.
Year of discovery :
Data not available.
Other comments :
Estragole is also called Methyl-Chavicol. Its name is due to its presence in Tarragon EO.
Price Range :
€
Stability :
Aromatic compounds are chromophorous. This means that they may colour through time or in an alkaline medium.
Crédits photo: ScenTree SAS
- Molecular formula :
- C10H12O
- Molecular Weight :
- 148.22 g/mol
- Density :
- 0.96
- Flash Point :
- 180°F (82°C)
- Fusion Point :
- Data not available.
- Appearance :
- Colorless liquid
- Log P :
- Data not available.
- Boiling Point :
- 421°F (216°C)
- Detection Threshold :
- Data not available.
Synthesis route :
In most cases, Estragole is not synthesized. It is extracted from essential oils as Tuprentine EO, having a very low cost. Then, a distillation of this oil ables to recover Estragole. Another way to get it strating with this oil is to treat it in petroleum ether, with an aqueous solution of mercury acetate, followed by heating the aqueous phase with zinc and sodium hydroxyde. This is a more costly way of obtaining Estragole, but with a better yield.
Synthesis precursor :
Estragole is not used for the synthesis of another compound use din perfumery.
Isomerism :
Estragole is a positional isomer of Anethole. The carbon double bond of these molecules is not at the same place. They have a very similar smell. Anethole remains anyway a very neutral anisic note, and has a less green and aromatic character.
- EINECS number :
- 205-427-8
- FEMA number :
- 2411
- JECFA number :
- 1789
- FLAVIS number :
- Data not available.
- Allergens :
- This ingredient does not contain any allergen.
- IFRA :
- This ingredient is restricted by IFRA
- Restriction type :
- RESTRICTION
- Cause of restriction :
- DERMAL SENSITIZATION AND SYSTEMIC TOXICITY
- Amendment :
- 49
- Quantitative limit on the use :
-
Cat.1 Cat.2 Cat.3 Cat.4 Cat.5A Cat.5B Cat.5C Cat.5D Cat.6 0,012 % 0,023 % 0,012 % 0,42 % 0,075 % 0,0062 % 0,012 % 0,0021 % 0,031 % Cat.7A Cat.7B Cat.8 Cat.9 Cat.10A Cat.10B Cat.11A Cat.11B Cat.12 0,012 % 0,012 % 0,0021 % 0,05 % 0,05 % 0,05 % 0,0021 % 0,0021 % 1,5 % - Annexe I :
- Some regulated synthetic ingredients are found in nature and in certain proportions in natural ingredients. This presence in nature has to be taken into account when calculating limits of use recommended by the IFRA. In case you do not know these concentrations, you can use the ones estimated by the IFRA. Here they are :
- Restriction type :
- RESTRICTION NON QRA
- Cause of restriction :
- CARCINOGENICITY
- Amendment :
- 48
- Annexe I :
- Some regulated synthetic ingredients are found in nature and in certain proportions in natural ingredients. This presence in nature has to be taken into account when calculating limits of use recommended by the IFRA. In case you do not know these concentrations, you can use the ones estimated by the IFRA. Here they are :
| List of regulated compounds contained in this ingredient | |||
|---|---|---|---|
| Ingredient Name | Botanical Name | CAS N° | Estimated Concentration |
| Anise seed oil | Pimpinella anisum L. | 8007-70-3 | 0,3 |
| Basil oil, chemotype estragole | Ocimum basilicum L. | 8015-73-4 | 80 |
| Basil oil, chemotype linalool | Ocimum basilicum L. | 8015-73-4 | 0,95 |
| Basil oleoresin, chemotype estragole | Ocimum basilicum L. | 8015-73-4 | 34 |
| Bay leaf oil, terpeneless | Pimenta acris Kostel | 68916-05-2 | 1,2 |
| Bay leaf, West Indian, oil | Pimenta racemosa (Mill.) J.W. Moore | 8006-78-8 | 0,1 |
| Fennel oil, bitter, phellandrene type | Foeniculum vulgare Mill. | 84625-39-8 | 4,7 |
| Fennel oil, bitter,anethole type | Foeniculum vulgare Mill. | 8006-84-6 | 2,1 |
| Fennel oil, sweet | Foeniculum vulgare subsp. vulgare var. Dulce (Mill) Batt. | 8006-84-6 | 3 |
| Hyssop oil | Hyssopus officinalis L. | 8006-83-5 | 0,17 |
| Myrtle oil | Myrtus communis L. | 8008-46-6 | 0,1 |
| Ravensara aromatica oil | Ravansara aromatica Sonn. (v. anisata) | 91770-56-8 | 8 |
| Star anise oil | Illicium verum Hook, f. | 68952-43-2 | 3,3 |
| Tarragon oil | Artemisia dracunculus L. | 8016-88-4 | 80 |
| Skin contact products | Non skin contact products | |
|---|---|---|
| Leave on products | Rinse off products | |
| 0,01 % | 0,2 % | |
| List of regulated compounds contained in this ingredient | |||
|---|---|---|---|
| Ingredient Name | Botanical Name | CAS N° | Estimated Concentration |
| Anise seed oil | Pimpinella anisum L. | 8007-70-3 | 0,3 |
| Basil oil, chemotype estragole | Ocimum basilicum L. | 8015-73-4 | 80 |
| Basil oil, chemotype linalool | Ocimum basilicum L. | 8015-73-4 | 0,95 |
| Basil oleoresin, chemotype estragole | Ocimum basilicum L. | 8015-73-4 | 34 |
| Bay leaf oil, terpeneless | Pimenta acris Kostel | 68916-05-2 | 1,2 |
| Bay leaf, West Indian, oil | Pimenta racemosa (Mill.) J.W. Moore | 8006-78-8 | 0,1 |
| Fennel oil, bitter, phellandrene type | Foeniculum vulgare Mill. | 84625-39-8 | 4,7 |
| Fennel oil, bitter,anethole type | Foeniculum vulgare Mill. | 8006-84-6 | 2,1 |
| Fennel oil, sweet | Foeniculum vulgare subsp. vulgare var. Dulce (Mill) Batt. | 8006-84-6 | 3 |
| Hyssop oil | Hyssopus officinalis L. | 8006-83-5 | 0,17 |
| Myrtle oil | Myrtus communis L. | 8008-46-6 | 0,1 |
| Ravensara aromatica oil | Ravansara aromatica Sonn. (v. anisata) | 91770-56-8 | 8 |
| Star anise oil | Illicium verum Hook, f. | 68952-43-2 | 3,3 |
| Tarragon oil | Artemisia dracunculus L. | 8016-88-4 | 80 |
To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/library
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