Fruity > Berries > Coniferous > Spicy

(E/Z)-Gamma-damascone®

Gamma-damascone ; 1-(2,2-dimethyl-6-methylene cyclohexyl)-2-buten-1-one

(E/Z)-Gamma-damascone® (CAS N° 35087-49-1)​

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Information Générales

General Presentation

  • CAS N° : : 35087-49-1

  • EINECS number : 481-910-9

  • FEMA number : Donnée indisponible.

  • Density : 0,93

  • Optical rotation : Lorem Ipsum

  • Allergens : This ingredient does not contain any allergen.

  • Refractive Index @20°C : Lorem Ipsum

  • Volatility : Heart/Base

  • Price Range : €€€

  • Appearance : Colorless to pale yellow liquid

  • FLAVIS number : Donnée indisponible.

  • JECFA number : Donnée indisponible.

Information on synthetic ingredients

  • Acid Value : Lorem Ipsum

  • Boiling Point : 267°C

  • Detection Threshold : Donnée indisponible.

  • Molecular formula : C13H20O

  • Log P : 4,11

  • Molecular Weight : 192,3 g/mol

  • Fusion Point : Donnée indisponible.

  • Flash Point : 98°C

  • Vapor pressure : Lorem Ipsum

Utilisation

Uses

Other comments :

Gamma-Damascone® is the most particular damascone. It has a confirous facet that makes it very different.

Stability :

Stable in perfumes and in various functional bases, except very alkaline bases as liquid bleach or some detergents.

Uses in perfumery :

Gamma-Damascone® can be used to make the link between a fruity and a coniferous note, to bring a cooked fruit effect. It also brings a dirty aspect to a composition, in association with aromatic notes.

Year of discovery :

First damascones were discovered in 1965 by chemists P. Ruzicka and Dr. Demole, by anayzing an extract as Damask Rose Absolute. This discovery showed the way to a new rosy and fruity molecule family.

Isomerism :

''Rose ketone '' family contains a few different molecules, almost all evoking cooked apple, blackcurrant and Damask Rose Absolute. Gamma-Damascone® has the most particular smell, with a coniferous facet, close to Thuyone, that makes its distinction. Beta-Damascone® and Alpha-Damascone® are both more rosy and minty. Alpha-Ionone and Beta-Ionone are both positional isomers of Damascone® molecules, because their ketone function is located on another carbon, and as they have a relocated methyl function. Nevertheless, their smell is very different, as Ionones are reminiscent of violet flower.

Synthesis precursor :

Gamma-Damascone® is not a precursor for the synthesis of another olfactive compound.

Natural availability :

Gamma-Damascone® is not found on a natural state. Thus, it is impossible to extract it in any way.

Synthesis route :

Gamma-Damascone® belongs to the ''rose-ketones '' family. Rose ketones are synthesized thanks to the appropriate cyclogeranic acid derivative (ester, halide…). Reacting this derivative with an allyl magnesium halide, followed by subsequent pyrolysis, leads to the desired compound, by rearranging the double bond of the branched chain.

Utilisation

Regulations & IFRA

  • IFRA 51th : This ingredient is restricted by IFRA

  • Restriction type : RESTRICTION

  • Cause of restriction : DERMAL SENSITIZATION

  • 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
0,0077 % 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

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.

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