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General Material Information

Preferred name (E)-alpha-damascone
Trivial Name (±)-α-Damascone
Short Description trans-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)but-2-en-1-one
Formula C13 H20 O
CAS Number 24720-09-0
Deleted CAS Number 57549-92-5
FEMA Number 4088
Flavis Number 7.226
ECHA Number 246-430-4
FDA UNII MDD00FOW8J
Nikkaji Number J275.910A
COE Number 11053
xLogP3-AA 3.20 (est)
NMR Predictor External link
JECFA Food Flavoring 2188 trans-alpha-damascone
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 24720-09-0 ; TRANS-ALPHA-DAMASCONE
Synonyms
  • trans-2-buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-
  • 2-buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (2E)-
  • 2-buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (E)-
  • damarose alpha
  • damarose alpha fab.
  • (E)-alpha- damascone
  • trans-alpha- damascone
  • damascone alpha
  • damascone alpha extra
  • damascone alpha total
  • damascone alpha, trans
  • alpha- damascone synthetic
  • alpha- damascone with BHT, nature-identical
  • alpha- damascone with no anti-oxidant, nature-identical
  • alpha- damascone with tocopherol, nature-identical
  • finocone alpha
  • rose ketone alpha
  • (E)- rose ketone-1
  • trans- rose ketone-1
  • (E)-1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-2-en-1-one
  • (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
  • (E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
  • trans-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)but-2-en-1-one
  • (E)-4-2,6,6-trimethyl-2-cyclohexenyl-2-buten-4-one
  • (E)-1-(2,6,6-trimethyl-cyclohex-2-enyl)-but-2-en-1-one
  • (2E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one
  • (E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one
  • (2E)-1-(2,6,6-trimethylcyclohex-2-enyl)but-2-en-1-one
  • (E)-1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-2-en-1-one
  • 2-Buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (2E)-
  • 2-Buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (E)-
  • (2E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
  • α-Damascone, trans-
  • trans-2,6,6-Trimethyl-1-crotonoyl-2-cyclohexene
  • trans-α-Damascone
  • (E)-α-Damascone
  • (±)-α-Damascone
  • (±)-(E)-α-Damascone
  • (±)-(E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
  • (E)-1-(2,6,6-Trimethylcyclohex-2-enyl)but-2-en-1-one
  • trans-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)but-2-en-1-one
  • (E)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 192.30160522461
Specific gravity @ 25 °C
Pounds per Gallon 7.797 to 7.847
Refractive Index 1.493 to 1.499 @ 20 °C
Boiling Point 266 to 267°C @ 760 mm Hg
Vapor Pressure 0.008 mmHg @ 25 °C
Flash Point TCC Value 93.33 °C TCC
logP (o/w) 3.436 est
Solubility
alcohol Yes
dipropylene glycol Yes
water, 10.31 mg/L @ 25 °C (est) Yes
Stability
fine fragrances: traces - 0.1% Unspecified
antiperspirant Unspecified
cream Unspecified
detergent: traces - 0.2% Unspecified
hair spray Unspecified
shampoo: traces - 0.1% Unspecified
soap: traces - 0.1% Unspecified
APC: traces - 0.2% Unspecified
candle: traces - 0.2% Unspecified
shower gel: traces - 0.1% Unspecified
softener: traces - 0.2% Unspecified

Organoleptic Properties

Odor Type: Fruity
floral, rose, apple, fruity, currant black currant, sweet, woody, green, berry
Odor strength high , recommend smelling in a 1.00 % solution or less
Substantivity 64 hour(s) at 100.00 %
Luebke, William tgsc, (1988) At 1.00 % in dipropylene glycol. floral rose apple fruity black currant
Mosciano, Gerard P&F 16, No. 2, 49, (1991) Sweet, fruity, floral woody with a green berry nuance
Flavor Type: Fruity
fruity, green, seedy, tropical, spicy, apple, woody, sweet
Luebke, William tgsc, (1988) Fruity green seedy tropical spicy apple woody
Mosciano, Gerard P&F 16, No. 2, 49, (1991) At 30.00 ppm. Sweet, fruity, woody with a green seedy background
Adds a sweet fruity woody note with a green seedy background. Fruity
General comment Fruity woody green seedy

Occurrences

Potential Uses

Applications
Odor purposes Agrumen aldehyde, Aldehydic, Amber, Angelica, Animal, Apple, Apple blossom, Crabapple, Apple green apple, Apple red apple, Apricot, Ash mountain ash berry, Bark, Berry, Berry jam, Boxwood, Bramble arctic bramble blackberry, Cedar forest, Chamomile, Cherry black cherry, Christmas, Chrysanthemum, Cistus, Citrus, Crabapple blossom, Cranberry, Currant black currant, Currant bud absolute replacer, Date, Eglantine, Elder berry, Fig, Floral, Fruit, Gooseberry, Grape, Guava, Herbal, Hibiscus, Honey, Honeysuckle, Hugonia, Immortelle, Kiwi, Kiwi blossom, Lychee, Mango, Maple, Marigold, Marjoram, Melon, Pansy, Passion blossom, Passion fruit, Pear, Pear blossom, Pineapple, Plum, Plum mirabelle plum, Pomegranate, Prune, Raisin, Raspberry, Redwood, Rose, Rose tea rose, Rue, Stephanotis, Tangerine, Tea green tea, Tobacco, Toffee, Wine, Woody, Wormwood oil replacer, Yerba mate
Flavoring purposes Angelica, Brandy apple brandy, Cistus, Cloudberry bakeapple, Currant bud absolute replacer, Fruit tropical fruit, Ginger ale, Grape white grape, Immortelle, Licorice red licorice, Marigold, Marjoram, Necterine, Pear bartlett pear, Pear emperor pear, Plum greengage plum, Rue, Tea, Tropical, Yerba mate
Other purposes Anais anais, Azzaro, Blossom tropical blossom, De bagatelle, Drakkar, Drakkar noir, Fruit dried fruit, Jardins de bagatelle, Montana, Nahema, Paris, Poison, Rose wild rose, Saint laurent, Watercress nasturtium, White linen
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 43 - May cause sensitisation by skin contact.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
IFRA Critical Effect:
Dermal sensitization
View the IFRA Standard
View IFRA Standards Library for complete information.
Please review Amendment 49 IFRA documentation for complete information.
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%):
Category 1: Products applied to the lips
0.0077 %
Category 2: Products applied to the axillae
0.0023 %
Category 3: Products applied to the face/body using fingertips
0.046 %
Category 4: Products related to fine fragrance
0.043 %
Category 5: Products applied to the face and body using the hands (palms), primarily leave-on
Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on
0.011 %
Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on
0.011 %
Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on
0.011 %
Category 5D: Baby Creams, baby Oils and baby talc
0.011 %
Category 6: Products with oral and lip exposure
0.025 %
Category 7: Products applied to the hair with some hand contact
Category 7A: Rinse-off products applied to the hair with some hand contact
0.088 %
Category 7B: Leave-on products applied to the hair with some hand contact
0.088 %
Category 8: Products with significant anogenital exposure
0.0045 %
Category 9: Products with body and hand exposure, primarily rinse off
0.084 %
Category 10: Household care products with mostly hand contact
Category 10A: Household care excluding aerosol products (excluding aerosol/spray products)
0.30 %
Category 10B: Household aerosol/spray products
0.30 %
Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate
Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
0.17 %
Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
0.17 %
Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin
No Restriction
Notes:
IFRA FLAVOR REQUIREMENTS:

Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards.

use level in formulae for use in cosmetics:
0.1200 %
Dermal Systemic Exposure in Cosmetic Products:
0.0031 mg/kg/day (IFRA, 2002, 2003)
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.27 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 842.0 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 22
Click here to view publication 22
average usual ppmaverage maximum ppm
baked goods: 5.0000025.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: 2.0000010.00000
cheese: 3.0000015.00000
chewing gum: --
condiments / relishes: 2.0000010.00000
confectionery froastings: 4.0000020.00000
egg products: --
fats / oils: 2.0000010.00000
fish products: 1.000005.00000
frozen dairy: 3.0000015.00000
fruit ices: 3.0000015.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: 5.0000025.00000
imitation dairy: 3.0000015.00000
instant coffee / tea: --
jams / jellies: --
meat products: 1.000005.00000
milk products: 3.0000015.00000
nut products: --
other grains: --
poultry: 1.000005.00000
processed fruits: 2.0000010.00000
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: 2.0000010.00000
snack foods: --
soft candy: 5.0000025.00000
soups: 2.0000010.00000
sugar substitutes: --
sweet sauces: 2.0000010.00000
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 3.0000015.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 2.0000010.00000
Edible ices, including sherbet and sorbet (03.0): 3.0000015.00000
Processed fruit (04.1): 2.0000010.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): 5.0000025.00000
Confectionery (05.0): --
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 2.0000010.00000
Bakery wares (07.0): 5.0000025.00000
Meat and meat products, including poultry and game (08.0): 1.000005.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 1.000005.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 2.0000010.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): --
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): --
Ready-to-eat savouries (15.0): --
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 210: alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.4 of FGE.19[1]
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 210 Revision 2 (FGE.210Rev2): Consideration of genotoxic potential for a,ß-unsaturated alicyclic ketones and precursors from chemical subgroup 2.4 of FGE.19
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 210 Revision 3 (FGE.210Rev3): Consideration of genotoxic potential for a,ß-unsaturated alicyclic ketones and precursors from chemical subgroup 2.4 of FGE.19
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):24720-09-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5366077
National Institute of Allergy and Infectious Diseases:Data
SCCNFP:opinion
WGK Germany:2
(E)-1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-2-en-1-one
Chemidplus:0024720090