Preferred name | (E,E/E,Z)-tobacco cyclohexenone |
Trivial Name | Megastigmatrienone |
Short Description | tabanon (Symrise) |
Formula | C13 H18 O |
CAS Number | 13215-88-8 |
FEMA Number | 4663 |
ECHA Number | 236-187-2 |
FDA UNII | ZY0HOK56PM |
Nikkaji Number | J213.756I |
xLogP3-AA | 2.60 (est) |
NMR Predictor | External link |
JECFA Food Flavoring | 2057 4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one (mixture of isomers) |
FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
FDA Mainterm | 13215-88-8 ; 4-(2-BUTENYLIDENE)-3,5,5-TRIMETHYLCYCLOHEX-2-EN-1-ONE |
Synonyms |
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Perfumer & Flavorists | Start search |
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PubMeb | Start search |
NCBI | Start search |
4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one | |
NIST Chemistry WebBook: | Search Inchi |
Canada Domestic Sub. List: | 13215-88-8 |
Pubchem (cid): | 6437599 |
Pubchem (sid): | 135067030 |
(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 |
HMDB (The Human Metabolome Database): | Search |
YMDB (Yeast Metabolome Database): | YMDB01739 |
VCF-Online: | VCF Volatile Compounds in Food |
ChemSpider: | View |
FAO: | 4-(2-Butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one (mixture of isomers) |
Material listed in food chemical codex | No |
Molecular weight | 190.28565979004 |
Specific gravity | @ 25 °C |
Pounds per Gallon | 8.196 to 8.363 |
Refractive Index | 1.536 to 1.556 @ 20 °C |
Boiling Point | 288 to 289°C @ 760 mm Hg |
Vapor Pressure | 0.002 mmHg @ 25 °C |
Vapor Density | 6.6 |
Flash Point TCC Value | 124.8 °C TCC |
logP (o/w) | 3.588 est |
Shelf life | 24 months (or longer if stored properly.) |
Storage notes | Store in cool, dry place in tightly sealed containers, protected from heat and light. |
Solubility | |
alcohol | Yes |
water, 12.48 mg/L @ 25 °C (est) | Yes |
Stability | |
AP roll-on 15% (good) | Unspecified |
bleach (poor) | Unspecified |
body lotion (very good) | Unspecified |
cleaner APC liquid (good) | Unspecified |
cleaner liquid citric acid (poor) | Unspecified |
detergent powder conc. (very good) | Unspecified |
shampoo/shower gel (very good) | Unspecified |
soap (very good) | Unspecified |
Odor Type: Tobacco | |
sweet, acorn, nut skin, tobacco, spicy | |
Odor strength | medium |
Substantivity | > 240 hour(s) at 100.00 % |
Luebke, William tgsc, (2009) | At 100.00 %. sweet acorn nut skin tobacco spicy |
Flavor Type: Nutty | |
nutty, nut skin, herbal, burnt, tobacco, spicy, fenugreek, woody | |
Luebke, William tgsc, (2009) | Sweet nutty nut skin herbal burnt tobacco spicy fenugreek woody |
General comment | Herbaceous, woody, slightly fruity |
(data available) |
European information : | |
Most important hazard(s): | |
Xi - Irritant | |
R 36/38 - Irritating to skin and eyes. 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 |
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 | |||
Recommendation for (E,E/E,Z)-tobacco cyclohexenone usage levels up to: | |||
2.0000 % in the fragrance concentrate. | |||
Structure Class: | II | ||
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: 24 | |||
Click here to view publication 24 | |||
average usual ppm | average maximum ppm | ||
baked goods: | - | - | |
beverages(nonalcoholic): | 1.00000 | 5.00000 | |
beverages(alcoholic): | - | - | |
breakfast cereal: | - | - | |
cheese: | - | - | |
chewing gum: | - | - | |
condiments / relishes: | - | - | |
confectionery froastings: | - | - | |
egg products: | - | - | |
fats / oils: | - | - | |
fish products: | - | - | |
frozen dairy: | - | - | |
fruit ices: | - | - | |
gelatins / puddings: | - | - | |
granulated sugar: | - | - | |
gravies: | - | - | |
hard candy: | - | - | |
imitation dairy: | - | - | |
instant coffee / tea: | 1.00000 | 5.00000 | |
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: | - | - |
EPI System: View |
AIDS Citations:Search |
Cancer Citations:Search |
Toxicology Citations:Search |
EPA ACToR:Toxicology Data |
EPA Substance Registry Services (SRS):Registry |
Laboratory Chemical Safety Summary :6437599 |
National Institute of Allergy and Infectious Diseases:Data |
WGK Germany:2 |
4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one |
Chemidplus:0013215888 |