Articles:
Notes:
Blends well with woody notes. Gives good body. Used as a food additive [EAFUS]
| Fragrance Demo Formulas Flavor Demo Formulas | ||
| Name: | (E)-3-methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (50% min.) | |
| CAS Number: | 127-51-5 |  3D/inchi
|
| % from: | 50.00% to 59.00% | |
| ECHA EINECS - REACH Pre-Reg: | 204-846-3 | |
| FDA UNII: | 9XP4LC555B | |
| FEMA Number: | 2714 | |
| CoE Number: | 169 | |
| XlogP3-AA: | 3.30 (est) | |
| Molecular Weight: | 206.32854000 | |
| Formula: | C14 H22 O | |
| NMR Predictor: | Predict (works with chrome or firefox) | |
| Also(can) Contains: | (E)-alpha-methyl ionone (74-80%) 14.00% to 31.00% | |
| beta-isomethyl ionone 3.00% to 7.00% | ||
| (E)-beta-methyl ionone 1.00% to 4.00% | ||
| pseudomethyl ionone 0.10% to 2.00% | ||
Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
| Google Scholar: | Search |
| Google Books: | Search |
| Google Scholar: with word "volatile" | Search |
| Google Scholar: with word "flavor" | Search |
| Google Scholar: with word "odor" | Search |
| Perfumer and Flavorist: | Search |
| Google Patents: | Search |
| US Patents: | Search |
| EU Patents: | Search |
| Pubchem Patents: | Search |
| JECFA Food Flavoring: | 404 alpha-isomethylionone (50% min.) |
| Flavis Number: | 07.036 (Old) |
| DG SANTE Food Flavourings: | 07.036 alpha-isomethyl ionone |
| FEMA Number: | 2714 alpha-isomethylionone (50% min.) |
| FDA Mainterm: | ALPHA-ISOMETHYLIONONE |
| FDA Regulation: | |
| FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION Subpart F--Flavoring Agents and Related Substances Sec. 172.515 Synthetic flavoring substances and adjuvants. | |
Physical Properties:
| Appearance: | colorless to yellow clear oily liquid (est) |
| Assay: | 94.00 to 100.00 % sum of isomers |
| Food Chemicals Codex Listed: | No |
| Specific Gravity: | 0.92600 to 0.93500 @ 25.00 °C. |
| Pounds per Gallon - (est).: | 7.705 to 7.780 |
| Refractive Index: | 1.49600 to 1.50400 @ 20.00 °C. |
| Boiling Point: | 76.00 °C. @ 0.30 mm Hg |
| Boiling Point: | 231.00 to 232.00 °C. @ 760.00 mm Hg |
| Acid Value: | 1.00 max. KOH/g |
| Vapor Pressure: | 0.006000 mmHg @ 20.00 °C. |
| Vapor Density: | 7.0 ( Air = 1 ) |
| Flash Point: | > 212.00 °F. TCC ( > 100.00 °C. ) |
| logP (o/w): | 4.315 |
| Shelf Life: | 36.00 month(s) or longer if stored properly. |
| Storage: | store in cool, dry place in tightly sealed containers, protected from heat and light. |
| Soluble in: | |
| alcohol | |
| dipropylene glycol | |
| paraffin oil | |
| water, 2.98 mg/L @ 25 °C (est) | |
| Stability: | |
| acid cleaner | |
| alcoholic lotion | |
| deo stick | |
| detergent perborate | |
| fabric softener | |
| hair spray | |
| hard surface cleaner | |
| liquid detergent | |
| non-discoloring in most media | |
| shampoo | |
| soap | |
Organoleptic Properties:
| Odor Type: | floral |
| Odor Strength: | medium , recommend smelling in a 10.00 % solution or less |
| Odor Description: at 10.00 % in dipropylene glycol. | violet sweet orris powdery floral woody |
| Substantivity: | 124 Hour(s) |
Cosmetic Information:
| CosIng: | cosmetic data |
| Cosmetic Uses: |
perfuming agents skin conditioning |
Safety Information:
| Most important hazard(s): | |
| Xi N - Irritant, Dangerous for the environment. | |
|
R 38 - Irritating to skin. R 43 - May cause sensitisation by skin contact. R 51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. S 02 - Keep out of the reach of children. S 37 - Wear suitable gloves. | |
| Oral/Parenteral Toxicity: | |
|
oral-rat LD50 > 5000 mg/kg | |
| Dermal Toxicity: | |
|
skin-rabbit LD50 > 5000 mg/kg | |
| Inhalation Toxicity: | |
| Not determined | |
Safety in Use Information:
| Category: | flavor and fragrance agents | ||
| IFRA Critical Effect: | Sensitization | ||
| IFRA Other Specification: | <= 2% Pseudomethylionone | ||
| IFRA: | View Standard | ||
| Fragrance usage is IFRA RESTRICTED. View Standard for complete information. | |||
| Please review all IFRA documents for complete information. | |||
| IFRA categories: limits in the finished product: (For a description of the categories, refer to the IFRA QRA Information Booklet.) | |||
| Category 1: See Note (1) | 2.00 % (1) | ||
| Category 2: | 2.60 % | ||
| Category 3: | 10.60 % | ||
| Category 4: | 31.70 % | ||
| Category 5: | 16.70 % | ||
| Category 6: See Note (1) | 50.70 % (1) | ||
| Category 7: | 5.30 % | ||
| Category 8: | 2.00 % | ||
| Category 9: | 5.00 % | ||
| Category 10: | 2.50 % | ||
| Category 11: | See Note (2) | ||
| Notes: | |||
For this material, for pragmatic reasons, restrictive levels allowed by the QRA for certain categories but actually being higher than those already in place before applying the QRA, will temporarily not be implemented until the end of a 5 year monitoring phase. At the end of the 5 years the position will be reevaluated again. | |||
(1) IFRA would recommend that any material used to impart perfume or flavour in products intended for human ingestion should consist of ingredients that are in compliance with appropriate regulations for foods and food flavourings in the countries of planned distribution and, where these are lacking, with the recommendations laid down in the Code of Practice of IOFI (International Organisation of the Flavor Industry). Further information about IOFI can be found on its website (www.iofi.org). | |||
(2) Category 11 includes all non-skin contact or incidental skin contact products. Due to the negligible skin contact from these types of products there is no justification for a restriction of the concentration of this fragrance ingredient in the finished product. | |||
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 4.70 (μg/capita/day) | ||
| Maximised Survey-derived Daily Intakes (MSDI-USA): | 1.00 (μg/capita/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: 3 | |||
| Click here to view publication 3 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | - | 4.30000 | |
| beverages(nonalcoholic): | - | 0.97000 | |
| beverages(alcoholic): | - | - | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | 0.80000 | |
| condiments / relishes: | - | - | |
| confectionery froastings: | - | - | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | - | 0.98000 | |
| fruit ices: | - | 0.98000 | |
| gelatins / puddings: | - | 0.05000 | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | - | 4.90000 | |
| 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: | - | - | |
Safety References:
| Flavor & Extract Manufacturers Association (FEMA) reference(s): | |
| The FEMA GRAS assessment of alicyclic substances used as flavor ingredients.View pdf | |
| 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 213: alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.7 of FGE.19 View page or View pdf | |
| 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 | |
| EPI System: | View |
| EPA Substance Registry Services (TSCA): | 127-51-5 |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 5372174 |
| National Institute of Allergy and Infectious Diseases: | Data |
| SCCNFP: | opinion |
| WGK Germany: | 2 |
| (E)-3-methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (50% min.) | |
| Chemidplus: | 0000127515 |
References:
| Leffingwell: | Chirality or Article |
| (E)-3-methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (50% min.) | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 127-51-5 |
| Pubchem (cid): | 5372174 |
| Pubchem (sid): | 135016869 |
Other Information:
| (IUPAC): | Atomic Weights of the Elements 2009 |
| (IUPAC): | Atomic Weights of the Elements 2009 (pdf) |
| Videos: | The Periodic Table of Videos |
| tgsc: | Atomic Weights use for this web site |
| (IUPAC): | Periodic Table of the Elements |
| FDA Everything Added to Food in the United States (EAFUS): | View |
| HMDB (The Human Metabolome Database): | HMDB31738 |
| FooDB: | FDB008406 |
| YMDB (Yeast Metabolome Database): | YMDB01634 |
| Export Tariff Code: | 2914.23.0000 |
| ChemSpider: | View |
Potential Blenders and core components note
Potential Uses:
| anais anais | ||
| beeswax absolute replacer | FR | |
| berry | FR | |
| blueberry | FR | |
| cassia | FR | |
| charlie | ||
| chloe | ||
| chypre | FR | |
| cranberry | FR | |
| cyclamen | FR | |
| diffusion | ||
| estee | ||
| fidji | ||
| fir needle oil replacer | FR | |
| floral | FR | |
| fruit | FR | |
| genet | FR | |
| l'air du temps | ||
| l'heure bleue | ||
| l'origan | ||
| leather | FR | |
| leather russian leather | FR | |
| mimosa | FR | |
| moss | FR | |
| norell | ||
| oriental | FR | |
| paris | ||
| patchouli | FR | |
| prune | FR | |
| raspberry | FR | |
| rose | FR | |
| strawberry | FR | |
| vika cologne | ||
| violet | FR |
Occurrence (nature, food, other): note
| not found in nature |
Synonyms:
| 3- | buten-2-one, 3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)- |
| gammanolene | |
| iraldeine gamma (Givaudan) | |
| iso | iraldeine pure (Givaudan) |
| irisantheme (Givaudan) | |
| meth ionone gamma A tocopherol (IFF) | |
| meth ionone gamma coeur (IFF) | |
| meth ionone gamma pure (IFF) | |
| alpha-iso | methyl ionone |
| iso-alpha- | methyl ionone |
| gamma- | methyl ionone (so called) |
| methyl ionone gamma | |
| methyl ionone gamma A (IFF) | |
| methyl ionone gamma coeur (IFF) | |
| methyl ionone gamma extra | |
| methyl ionone gamma pure | |
| methyl ionone gamma regular | |
| methyl ionone gamma supreme | |
| methyl ionone gamma suprime | |
| (E)-3- | methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (50% min.) |
| (3E)-3- | methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one |
| 3- | methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one |
| (E)-3- | methyl-4-(2,6,6-trimethyl-cyclohex-2-enyl)-but-3-en-2-one |
| (3E)-3- | methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one |
| (3E)-3- | methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-one |
| alpha-iso | methylionone (50% min.) |
| methylionone gamma D | |
| methylyl ionone gamma pure | |
| raldeine gamma | |
| 4,2,6,6- | trimethyl-2-cyclohexen-1-yl-3-methyl-3-buten-2-one |