(E/Z)-Delta-damascone® (CAS N° 57378-68-4)​

Photo credits: ScenTree SAS

Fruity > Berries > Rosy > Minty > Dry Woods

(E/Z)-Delta-damascone®

1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-2-buten-1-one ; 8-damascone ; Delta-damascone ; Dihydro floriffone TD ; Delta-rose ketone ; 1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one

(E/Z)-Delta-damascone® (CAS N° 57378-68-4)​

Photo credits: ScenTree SAS

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Information Générales

General Presentation

  • CAS N° : 57378-68-4

  • EINECS number : 260-709-8

  • FEMA number : 3622

  • FLAVIS number : 07.130

  • JECFA number : 386

  • Appearance : Colorless to pale yellow liquid

  • Density : 0,93

  • Volatility : Heart/Base

  • Price Range : €€€

Physico-chemical properties

  • Molecular formula : C13H20O

  • Molecular Weight : 192,3 g/mol

  • Log P : 4,13

  • Fusion Point : Donnée indisponible.

  • Boiling Point : 264°C

  • Detection Threshold : 0,007 ng/l air

  • Optical rotation : Donnée indisponible

  • Vapor pressure : Donnée indisponible

  • Refractive Index @20°C : Donnée indisponible

  • Acid Value : Donnée indisponible.

  • Flash Point : 103°C

Utilisation

Uses

Uses in perfumery :

Delta-Damascone® is used for its cooked fruits and jammy sides. It is used most of the time in association with other Damascones to give various effects. It also is frequently used because it is less costly.

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.

Natural availability :

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

Isomerism :

''Rose ketone '' family contains a few different molecules, almost all evoking cooked apple, blackcurrant and Damask Rose Absolute. Delta-Damascone® smell is close to Alpha-Damascone®, which is a little more woody. Beta-Damascone® and Gamma-Damascone® have respectively more rosy and coniferous smells. 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 :

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

Synthesis route :

Delta-Damascone® synthesis uses a Diels-Alder reaction (reacting a diene and a dienophile) between 1,3-pentadiene and mesityl oxide, giving birth to acetyl trimethyl cyclohexene. This intermediary product can then handle an aldol condensation with Acetaldehyde, to obtain the final product : Delta-Damascone®.

Utilisation

Regulations & IFRA

Allergens :

This ingredient does not contain any allergen.

IFRA 51th :

This ingredient is restricted by the 51th amendment

    IFRA's logo
  • Restriction type : RESTRICTION

  • Cause of restriction : DERMAL SENSITIZATION

  • Amendment : 49

Quantitative limit on the use :
Cat.1 Cat.2 Cat.3 Cat.4
Cat.5
A B C D
Cat.6
0,0077 % 0,0023 % 0,046 % 0,043 %
0,011 % 0,011 % 0,011 % 0,011 %
0,025 %
Cat.5
A B C D
Cat.6
0,011 % 0,011 % 0,011 % 0,011 %
0,025 %
Cat.7
A B
Cat.8 Cat.9
Cat.10
A B
Cat.11
A B
Cat.12
0,088 % 0,088 %
0,0045 % 0,084 %
0,3 % 0,3 %
0,17 % 0,17 %
No Restriction
Cat.10
A B
Cat.11
A B
Cat.12
0,3 % 0,3 %
0,17 % 0,17 %
No Restriction
  • Restricted ingredients: notes
    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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