| Preferred name | cocoa hexenal |
| Trivial Name | 5-methyl-2-phenylhex-2-enal |
| Short Description | 5-methyl-2-phenyl-2-hexenal |
| Formula | C13 H16 O |
| CAS Number | 21834-92-4 |
| CAS Number | 188829-73-4 |
| CAS Number | 21834-92-4 (Z) |
| FEMA Number | 3199 |
| Flavis Number | 5.099 |
| ECHA Number | 244-602-3 |
| FDA UNII | 57UW55EC13 |
| Nikkaji Number | J225.449B |
| MDL | MFCD00036615 |
| COE Number | 10365 |
| xLogP3-AA | 3.40 (est) |
| NMR Predictor | External link |
| JECFA Food Flavoring | 1472 5-methyl-2-phenyl-2-hexenal |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm | 21834-92-4 ; 5-METHYL-2-PHENYL-2-HEXENAL |
| Synonyms |
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| Google Scholar | Start search |
| Google Books | Start search |
| Google Patents | Start search |
| Perfumer & Flavorists | Start search |
| EU Patents | Start search |
| PubMeb | Start search |
| NCBI | Start search |
| 5-methyl-2-phenylhex-2-enal | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 21834-92-4 |
| Pubchem (cid): | 576026 |
| Pubchem (sid): | 204700 |
| Pherobase: | View |
| (E)-5-methyl-2-phenylhex-2-enal | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 188829-73-4 |
| Pubchem (cid): | 5370602 |
| Pubchem (sid): | 10513803 |
| (Z)-5-methyl-2-phenylhex-2-enal | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 21834-92-4 |
| Pubchem (cid): | 5463934 |
| Pubchem (sid): | 39460525 |
| (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 |
| CHEMBL: | View |
| HMDB (The Human Metabolome Database): | HMDB31855 |
| FooDB: | FDB008539 |
| Export Tariff Code: | 2912.29.6000 |
| Typical G.C. | |
| VCF-Online: | VCF Volatile Compounds in Food |
| ChemSpider: | View |
| Material listed in food chemical codex | No |
| Molecular weight | 188.26971435547 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 8.071 to 8.121 |
| Refractive Index | 1.531 to 1.536 @ 20 °C |
| Boiling Point | 96 to 100°C @ 0.7 mm Hg |
| Boiling Point | 290 to 291°C @ 760 mm Hg |
| Acid Value | 10 max KOH/g |
| Vapor Pressure | 0.004 mmHg @ 20 °C |
| Vapor Density | 6.4 |
| Flash Point TCC Value | 110 °C TCC |
| logP (o/w) | 3.691 est |
| Solubility | |
| alcohol | Yes |
| dipropylene glycol | Yes |
| water, 30.53 mg/L @ 25 °C (est) | Yes |
| water | No |
| Odor Type: Chocolate | |
| aldehydic, bitter, cocoa, nut skin, green, sweet, chocolate, fruity, butter rancid, nutty, brown | |
| Odor strength | medium , recommend smelling in a 10.00 % solution or less |
| Substantivity | 118 hour(s) at 100.00 % |
| Luebke, William tgsc, (2009) | At 100.00 %. aldehydic bitter cocoa nut skin green sweet chocolate fruity butyric |
| Mosciano, Gerard P&F 23, No. 1, 33, (1998) | Bitter cocoa, nutty, brown and green |
| Flavor Type: Cocoa | |
| bitter, cocoa, chocolate dark chocolate, aldehydic, coffee, nutty, honey, green | |
| General comment | Bitter cocoa dark chocolate aldehydic coffee nutty honey green |
| Mosciano, Gerard P&F 23, No. 1, 33, (1998) | At 10.00 ppm. Bitter cocoa, honey, aldehydic, coffee and nutty with a green nuance |
| Excellent for cocoa/chocolate notes. | Strong cocoa powder notes |
| Used in dark chocolate and coconut flavours for bakery and soft confection at 15ppm; alcoholic beverages at 15ppm; and desserts and non-alcoholic beverages at 6ppm. | Chocolate |
| (data available) |
| Applications | |
| Odor purposes | Amber , Animal , Apple , Apricot , Baby powder , Balsam , Carob bean locust bean , Birch tar , Castoreum , Chypre , Clover , Coconut , Coffee , Coronilla , Cream , Fern , Fig , Filbert , Floral , Honey , Honeysuckle , Jasmin , Lily of the valley , Mango , Mint , Moss , Opoponax , Papaya , Peach , Powder , Raisin , Sweet pea , Tobacco , Toffee , Vanilla , Woodruff |
| Flavoring purposes | Bakery , Carob bean locust bean , Beverage , Birch tar , Bread , Caramel , Chocolate cacao , Chocolate cocoa , Fruit tropical fruit , Marshmallow , Molasses , Potato chip , Praline , Tea , Tomato |
| Other purposes | Blossom tropical blossom , Confection |
| Cosmetic purposes | Perfuming agents |
| Preferred SDS: View | |
| 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 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 cocoa hexenal usage levels up to: | |||
| 8.0000 % in the fragrance concentrate. | |||
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 15.00 (μg/capita/day) | ||
| Maximised Survey-derived Daily Intakes (MSDI-USA): | 6.00 (μg/capita/day) | ||
| 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: 4 | |||
| Click here to view publication 4 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | - | 25.00000 | |
| beverages(nonalcoholic): | - | 25.00000 | |
| beverages(alcoholic): | - | - | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | 25.00000 | |
| condiments / relishes: | - | - | |
| confectionery froastings: | - | - | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | - | 25.00000 | |
| fruit ices: | - | 25.00000 | |
| gelatins / puddings: | - | 25.00000 | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | - | 25.00000 | |
| 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: | - | - | |
| 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 216: alpha,beta-Unsaturated aldehydes from chemical subgroup 3.3 of FGE.19: 2-Phenyl-2-alkenals[1] View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 216, Revision 1 (FGE.216Rev1). Consideration of genotoxic potential for a,ß-unsaturated 2-Phenyl -2-Alkenals from Subgroup 3.3 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):21834-92-4 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :576026 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| 5-methyl-2-phenylhex-2-enal |
| Chemidplus:0021834924 |
| (E)-5-methyl-2-phenylhex-2-enal |
| Chemidplus:0188829734 |
| (Z)-5-methyl-2-phenylhex-2-enal |