Damascone-Beta®
Naturelle - Synthétique
Fruity > Berries > Rosy
Crédits photo: ScenTree SAS
Other names :
1-(2,6,6-trimethyl-1-cyclohexenyl)but-2-en-1-one ; 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one ; Damasione ; Dihydro floriffone B ; Dorinone ; Rose ketone beta ; 4-(2,6,6-trimethyl cyclohex-1-enyl) but-2-en-4-one ; 1-(2,6,6-trimethyl-1-cyclohexenyl)-2-buten-1-one
Volatility :
Heart/Base
Uses in perfumery :
Damascone-Beta® is used to give more facets to a fruity or rosy note. Gives an old apple facet. Often substituted by Verdox®, because this molecule is not restricted.
Natural availability :
Damascone-Beta® is present in very small quantities in Damask Rose Absolute (at 0.05%), from which it can be extracted. It is also present in the fragrant principle of some teas and tobaccos.
Year of discovery :
First rose ketones were discovered in 1965, by chemists P. Ruzicka and Dr. Demole, by analyzing Damask Rose Absolute. This opened the way to synthesize a major molecule category of the perfume industry.
Other comments :
Damascone-Beta® is more fruity and sweet than Damascone-Alpha®, which is more earthy and powerful.
Price Range :
€€€
Stability :
Stable in perfumes and diverse functional bases
Crédits photo: ScenTree SAS
- Molecular formula :
- C13H20O
- Molecular Weight :
- 192,3 g/mol
- Density :
- 0,938
- Flash Point :
- >100°C
- Fusion Point :
- Donnée indisponible.
- Appearance :
- Colorless liquid
- Log P :
- Donnée indisponible,
- Boiling Point :
- 67–70°C (152,6 - 158 °F)
- Detection Threshold :
- Donnée indisponible.
Synthesis route :
Damascone-Beta® is part of the ''rose ketones '' family, present in a small amount in Damask Rose Absolute, while playing an important role in their smell. Pink ketones are synthesized from the appropriate derivative of cyclogeranic acid (ester, halide, ...). A reaction of this derivative with an allyl magnesium halide followed by a pyrolysis, allows to obtain the desired compound by rearranging the double bond of the branched chain.
Synthesis precursor :
Damascone-Beta® is not a precursor to the synthesis of another compound of olfactory interest.
Isomerism :
In general, it is the racemic mixture of the two diastereomers of Damascone-Beta® that is used in perfumery. Both isomers of the molecule have a rather similar smell, but they can be used separately. Ionone alpha and beta are positional isomers of Damascone®, as their ketone function is on another carbon, as well as a methyl function, also relocated. Their smell is therefore very different: the Ionones are reminiscent of violet.
- EINECS number :
- 245-842-1
- FEMA number :
- 3243
- JECFA number :
- Donnée indisponible.
- FLAVIS number :
- Donnée indisponible.
- Allergens :
- This ingredient does not contain any allergen.
- IFRA :
- This ingredient is restricted by IFRA
- Restriction type :
- RESTRICTION
- Cause of restriction :
- DERMAL SENSITIZATION
- Amendment :
- 49
- Comments :
- The above limits apply to Rose Ketones used individually or in combination. The sum of concentrations of Rose ketones isomers should not exceed the maximum concentration levels established by this Standard.
- Quantitative limit on the use :
-
Cat.1 Cat.2 Cat.3 Cat.4 Cat.5A Cat.5B Cat.5C Cat.5D Cat.6 0,0077 % 0,0023 % 0,046 % 0,043 % 0,011 % 0,011 % 0,011 % 0,011 % 0,025 % Cat.7A Cat.7B Cat.8 Cat.9 Cat.10A Cat.10B Cat.11A Cat.11B Cat.12 0,088 % 0,088 % 0,0045 % 0,084 % 0,3 % 0,3 % 0,17 % 0,17 % No Restriction - Restriction type :
- RESTRICTION
- Cause of restriction :
- DERMAL SENSITIZATION
- Amendment :
- 49
- Quantitative usage limits :
-
Cat.1 Cat.2 Cat.3 Cat.4 Cat.5 Cat.6 Cat.7 Cat.8 Cat.9 Cat.10 Cat.11 0,0077 % 0,0023 % 0,046 % 0,043 % 0,011 % 0,025 % 0,088 % 0,0045 % 0,084 % 0,3 % 0,17 %
To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/library
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