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(E)-beta-damascone

Chemical Structure

General Material Information

Preferred name (E)-beta-damascone
Trivial Name β-Damascone
Short Description trans-beta-damascone
Formula C13 H20 O
CAS Number 23726-91-2
FEMA Number 3243
Flavis Number 7.224
ECHA Number 245-842-1
FDA UNII I75J0X33Q6
Nikkaji Number J57.950E
Beilstein Number 2046078
MDL MFCD00678408
COE Number 2340
xLogP3-AA 3.50 (est)
NMR Predictor External link
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
Synonyms
  • 2-buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E)-
  • 2-buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-
  • 2-buten-1-one, 1-(2,6,6-trimethylcyclohex-1-enyl)-, (E)-
  • (E)-b- damascone
  • (E)-beta- damascone
  • trans-b- damascone
  • trans-beta- damascone
  • damascone beta
  • damascone beta FAB (without BHT)
  • beta- damascone with BHT, nature-identical
  • beta- damascone with no anti-oxidant, nature-identical
  • beta- damascone with tocopherol, nature-identical
  • (E)-beta- dihydro floriffone B
  • finocone beta
  • (E)- rose ketone-2
  • trans- rose ketone-2
  • (E)-1-(2,6,6-trimethyl cyclohex-1-enyl)-2-buten-1-one
  • (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one
  • (E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one
  • trans-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one
  • (E)-1-(2,6,6-trimethyl-1-cyclohexenyl)but-2-en-1-one
  • (E)-1-(2,6,6-trimethyl-cyclohex-1-enyl)-but-2-en-1-one
  • (2E)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-en-1-one
  • (E)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-en-1-one
  • (E)-1-(2,6,6-trimethylcyclohex-1-enyl)-2-buten-1-one
  • (2E)-1-(2,6,6-trimethylcyclohex-1-enyl)but-2-en-1-one
  • (E)-1-(2,6,6-trimethylcyclohex-1-enyl)but-2-en-1-one
  • (E)-1-(2,6,6-trimethyl-1-cyclohexenyl)but-2-en-1-one
  • 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E)-
  • 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-
  • (2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one
  • β-Damascone, trans-
  • β-Damascone
  • trans-2,6,6-Trimethyl-1-crotonylcyclohex-1-ene
  • trans-β-Damascone
  • (E)-β-Damascone
  • (E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one

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PhysChem Properties

Material listed in food chemical codex No
Molecular weight 192.30160522461
Specific gravity @ 25 °C
Pounds per Gallon 7.722 to 7.788
Refractive Index 1.492 to 1.499 @ 20 °C
Acid Value 1 max KOH/g
Vapor Pressure 0.007 mmHg @ 25 °C
Flash Point TCC Value 100 °C TCC
logP (o/w) 4.398 est
Shelf life 12 months (or longer if stored properly.)
Storage notes Refrigerate in tightly sealed containers.
Solubility
alcohol Yes
dipropylene glycol Yes
water, 7.986 mg/L @ 25 °C (est) Yes
Stability
acidic media Unspecified
fine fragrances: traces - 0.1% Unspecified
antiperspirant Unspecified
candle: traces - 0.2% Unspecified
deodorant spray Unspecified
detergent: traces - 0.2% Unspecified
hair spray Unspecified
permanent wave lotion Unspecified
peroxide Unspecified
scouring powder Unspecified
shampoo: traces - 0.1% Unspecified
soap: traces - 0.1% Unspecified
APC: traces - 0.2% Unspecified
shower gel: traces - 0.1% Unspecified
softener: traces - 0.2% Unspecified

Organoleptic Properties

Odor Type: Fruity
fruity, floral, berry, plum, currant black currant, honey, rose, tobacco, woody, minty
Odor strength high , recommend smelling in a 1.00 % solution or less
Substantivity 264 hour(s) at 100.00 %
Luebke, William tgsc, (1987) At 1.00 % in dipropylene glycol. fruity floral berry plum blackcurrant honey rose tobacco
Mosciano, Gerard P&F 16, No. 2, 49, (1991) Fruity, woody and berry with a minty note
Flavor Type: Fruity
fruity, green, jammy, berry, tropical, tobacco, plum, honey, woody, minty, herbal, floral
Luebke, William tgsc, (1987) Fruity green jammy berry tropical tobacco plum honey
Mosciano, Gerard P&F 16, No. 2, 49, (1991) At 30.00 ppm. Green, woody, minty with a herbal floral nuance
General comment Green woody minty herbal floral

Occurrences

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:
oral-rat LD50 2920 mg/kg
Food and Cosmetics Toxicology. Vol. 13, Pg. 487, 1975.

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
IFRA fragrance material specification:
Should not be used as fragrance ingredients such that the total level in finished cosmetic products exceeds 0.02%, individually or in combination. Based on test data showing sensitising potential for these materials and on evidence of cross-reactivity. (IFRA guidelines)
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:
0.0700 %
Dermal Systemic Exposure in Cosmetic Products:
0.0018 mg/kg/day (IFRA, 2002)
Maximised Survey-derived Daily Intakes (MSDI-EU): 100.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 1600 (μg/person/day)
Threshold of Concern:1800 (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: 4
Click here to view publication 4
average usual ppmaverage maximum ppm
baked goods: -10.00000
beverages(nonalcoholic): -10.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -10.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -10.00000
fruit ices: -10.00000
gelatins / puddings: -10.00000
granulated sugar: --
gravies: --
hard candy: -10.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
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): --
Confectionery (05.0): 4.0000020.00000
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): 1.000005.00000
Sweeteners, including honey (11.0): 1.000005.00000
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 2.0000010.00000
Foodstuffs intended for particular nutritional uses (13.0): 3.0000015.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 2.0000010.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 4.0000020.00000
Ready-to-eat savouries (15.0): 5.0000025.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 2.0000010.00000

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):

Scientific Opinion on Flavouring Group Evaluation 12, Revision 5 (FGE.12Rev5): Primary saturated or unsaturated alicyclic alcohol, aldehyde, acid, and esters from chemical groups 1, 7 and 8)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 213, Revision 2 (FGE.213Rev2): Consideration of genotoxic potential for a,ß-unsaturated alicyclic ketones and precursors from chemical subgroup 2.7 of FGE.19
View page or View pdf

Safety and efficacy of secondary alicyclic saturated and unsaturated alcohols, ketones, ketals and esters with ketals containing alicyclic alcohols or ketones and esters containing secondary alicyclic alcohols from chemical group 8 when used as flavourings for all animal species
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):23726-91-2
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5374527
National Institute of Allergy and Infectious Diseases:Data
SCCNFP:opinion
WGK Germany:2
(E)-1-(2,6,6-trimethyl-1-cyclohexenyl)but-2-en-1-one
Chemidplus:0023726912
RTECS:EN0340000 for cas# 23726-91-2