Articles:
| Google Patents: | Process for producing (3S)-I-menthyl 3-hydroxybutyrate and sensate composition |
| US Patents: | 8,487,130 - Menthylcarboxamides and their use as cooling agents |
L-menthyl acetoacetate
Notes:
Used as a food additive [EAFUS]
| CAS Number: | 59557-05-0 |  3D/inchi
|
| FDA UNII: | 7Y94FXH95P | |
| Nikkaji Web: | J1.290.054F | |
| Beilstein Number: | 4679794 | |
| XlogP3-AA: | 3.40 (est) | |
| Molecular Weight: | 240.34288000 | |
| Formula: | C14 H24 O3 | |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) | |
| CAS Number: | 59557-05-0 (RSR) |  3D/inchi
|
| FDA UNII: | Search | |
| Beilstein Number: | 4679794 | |
| XlogP3-AA: | 3.40 (est) | |
| Molecular Weight: | 240.34288000 | |
| Formula: | C14 H24 O3 | |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) | |
Category: flavoring 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 |
| PubMed: | Search |
| NCBI: | Search |
| JECFA Food Flavoring: | 1854 L-menthyl acetoacetate |
| FEMA Number: | 4327 L-menthyl acetoacetate |
| FDA: | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF): | 59557-05-0 ; L-MENTHYL ACETOACETATE |
Physical Properties:
| Appearance: | colorless to pale yellow clear liquid (est) |
| Assay: | 96.00 to 100.00 % |
| Food Chemicals Codex Listed: | No |
| Specific Gravity: | 0.97900 to 0.98500 @ 25.00 °C. |
| Pounds per Gallon - (est).: | 8.146 to 8.196 |
| Refractive Index: | 1.45800 to 1.46600 @ 20.00 °C. |
| Boiling Point: | 110.00 to 115.00 °C. @ 2.20 mm Hg |
| Vapor Pressure: | 0.001000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 265.00 °F. TCC ( 129.44 °C. ) |
| logP (o/w): | 3.764 (est) |
| Soluble in: | |
| alcohol | |
| water, slightly | |
| water, 39.14 mg/L @ 25 °C (est) | |
| Insoluble in: | |
| water | |
| Similar Items: note | |
| amyl acetoacetate | |
| isoamyl acetoacetate | |
| para-anisyl acetoacetate | |
| benzyl acetoacetate | |
| bergamot acetoacetate | |
| butyl acetoacetate | |
| isobutyl acetoacetate | |
| cinnamyl acetoacetate | |
| cyclohexyl acetoacetate | |
| dodecyl acetoacetate | |
| ethyl 2-ethyl acetoacetate | |
| ethyl acetoacetate | |
| geranyl acetoacetate | |
| heptyl acetoacetate | |
| (Z)-3-hexen-1-yl acetoacetate | |
| hexyl acetoacetate | |
| jasmin acetoacetate | |
| methyl acetoacetate | |
| spicy acetoacetate | |
Organoleptic Properties:
| Odor Description: | minty |
| Odor and/or flavor descriptions from others (if found). | |
Cosmetic Information:
| None found |
Suppliers:
| Axsyn |
| For experimental / research use only. |
| Butanoic acid, 3-oxo-,(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester |
| Nagar Haveli Perfumes & Aromatics |
| laevo-Menthyl Acetoacetate
Odor: Minty |
Safety Information:
| European information : | |
| Most important hazard(s): | |
| None - None found. | |
|
S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. | |
| 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 > 5000 mg/kg Food and Chemical Toxicology. Vol. 20, Pg. 733, 1982. | |
| Dermal Toxicity: | |
|
skin-rabbit LD50 > 5000 mg/kg Food and Chemical Toxicology. Vol. 20, Pg. 733, 1982. | |
| Inhalation Toxicity: | |
| Not determined | |
Safety in Use Information:
| Category: | flavoring agents | ||
| Recommendation for laevo-menthyl acetoacetate usage levels up to: | |||
| not for fragrance use. | |||
| 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: 23 | |||
| Click here to view publication 23 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | 100.00000 | 200.00000 | |
| beverages(nonalcoholic): | 50.00000 | 200.00000 | |
| beverages(alcoholic): | 50.00000 | 300.00000 | |
| breakfast cereal: | 100.00000 | 200.00000 | |
| cheese: | - | - | |
| chewing gum: | 1000.00000 | 6000.00000 | |
| condiments / relishes: | - | - | |
| confectionery froastings: | 50.00000 | 100.00000 | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | 100.00000 | 200.00000 | |
| fruit ices: | 100.00000 | 200.00000 | |
| gelatins / puddings: | 100.00000 | 200.00000 | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | 200.00000 | 1000.00000 | |
| imitation dairy: | - | - | |
| instant coffee / tea: | 25.00000 | 100.00000 | |
| jams / jellies: | - | - | |
| meat products: | - | - | |
| milk products: | - | - | |
| nut products: | - | - | |
| other grains: | - | - | |
| poultry: | - | - | |
| processed fruits: | 100.00000 | 200.00000 | |
| processed vegetables: | - | - | |
| reconstituted vegetables: | - | - | |
| seasonings / flavors: | 100.00000 | 1000.00000 | |
| snack foods: | 100.00000 | 200.00000 | |
| soft candy: | 300.00000 | 1000.00000 | |
| soups: | - | - | |
| sugar substitutes: | - | - | |
| sweet sauces: | - | - | |
Safety References:
| 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 : | 43045 |
| National Institute of Allergy and Infectious Diseases: | Data |
| WGK Germany: | 2 |
| [(1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] 3-oxobutanoate | |
| Chemidplus: | 0059557050 |
| [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 3-oxobutanoate |
References:
| Leffingwell: | Chirality or Article |
| [(1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] 3-oxobutanoate | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 59557-05-0 |
| Pubchem (cid): | 43045 |
| Pubchem (sid): | 135006281 |
| [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 3-oxobutanoate | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 59557-05-0 |
| Pubchem (cid): | 11413787 |
| Pubchem (sid): | 42492904 |
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 |
| HMDB (The Human Metabolome Database): | HMDB32369 |
| FooDB: | FDB009783 |
| Export Tariff Code: | 2915.39.9050 |
| ChemSpider: | View |
Potential Blenders and core components note
| None Found | ||
Potential Uses:
| None Found |
Occurrence (nature, food, other): note
| not found in nature |
Synonyms:
| (1theta- (1alpha,2beta,5alpha)-3-oxo- | butanoic acid methyl-2-(1-methyl ethyl) cyclohexyl ester |
| butanoic acid, 3-oxo-,(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester | |
| L- | menthol acetoacetate |
| laevo- | menthol acetoacetate |
| L- | menthyl acetoacetate |
| [(1S,2R,5S)-5- | methyl-2-propan-2-ylcyclohexyl] 3-oxobutanoate |
| ultracool 7 |