methyl levulinate
methyl 4-oxopentanoate
Identification
| Name | methyl levulinate |
| IUPAC | methyl 4-oxopentanoate |
| CAS Number | 624-45-3 |
| EINECS | 210-846-4 |
| FDA UNII | 3Q95S830W6 |
| Molecular Formula | C6 H10 O3 |
| Molecular Weight | 130.14330000 |
| MDL Number | MFCD00017499 |
| Nikkaji Number | J45.094D |
| Beilstein | 1754008 |
| XlogP3 | -0.10 (est) |
Regulatory
| JECFA Food Flavoring | 1970 methyl levulinate |
| FEMA Number | 4478 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 624-45-3 ; METHYL LEVULINATE |
Physical Properties
| Appearance | colorless clear liquid (est) |
| Assay | 98.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.04900 to 1.05500 @ 20.00 °C. |
| Pounds per Gallon - (est). | 8.739 to 8.789 |
| Refractive Index | 1.41900 to 1.42500 @ 20.00 °C. |
| Boiling Point | 196.00 °C. @ 760.00 mm Hg |
| Acid Value | 1.00 max. KOH/g |
| Vapor Pressure | 0.408000 mmHg @ 25.00 °C. (est) |
| Flash Point | 161.00 °F. TCC ( 71.67 °C. ) |
| logP (o/w) | -0.130 |
| Soluble in | alcohol |
| Similar Items | note |
Organoleptic Properties
| Odor Strength | low |
| Odor Description | caramellic |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavoring agents |
| Recommendation for methyl levulinate usage levels up to | not for fragrance use. |
| baked goods | 3.00000 |
| beverages(nonalcoholic) | 0.01000 |
| beverages(alcoholic) | 0.30000 |
| breakfast cereal | - |
| cheese | 3.00000 |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | 3.00000 |
| fish products | - |
| frozen dairy | 0.05000 |
| fruit ices | 0.60000 |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | 0.10000 |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | 3.00000 |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | 3.00000 |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
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Potential Uses
Natural Occurrence
Synonyms
laevulic acid methyl ester
levulinic acid methyl ester
levulinic acid, methyl ester
methyl 4-ketovalerate
methyl 4-oxopentanoate
methyl 4-oxovalerate
methyllevulinate
4-oxo
pentanoic acid methyl ester
4-oxo-
pentanoic acid methyl ester
pentanoic acid, 4-oxo-, methyl ester
pentanoic acid, 4-oxo-,methyl ester
4-oxo
valeric acid methyl ester
PubMed:
Ecotoxicity studies of the levulinate ester series.
PubMed:
Successful treatment of recalcitrant folliculitis barbae and pseudofolliculitis barbae with photodynamic therapy.
PubMed:
Protoporphyrin fluorescence induced by methyl-ALA in skin healing.
PubMed:
Conversion of levulinate into succinate through catalytic oxidative carbon-carbon bond cleavage with dioxygen.
PubMed:
Catch-and-release probes applied to semi-intact cells reveal ubiquitin-specific protease expression in Chlamydia trachomatis infection.
PubMed:
First enantioselective total synthesis of (+)-(R)-Pinnatolide using an asymmetric domino allylation reaction.
PubMed:
One-pot preparation of methyl levulinate from catalytic alcoholysis of cellulose in near-critical methanol.
PubMed:
Acid-catalyzed conversion of xylose in methanol-rich medium as part of biorefinery.
PubMed:
Concise one-pot preparation of unique bis-pyrrolidinone tetrazoles.
PubMed:
Reaction pathways of glucose during esterification: effects of reaction parameters on the formation of humin type polymers.
PubMed:
Acidic resin-catalysed conversion of fructose into furan derivatives in low boiling point solvents.
PubMed:
Effectiveness of cross polarized light and fluorescence diagnosis for detection of sub-clinical and clinical actinic keratosis during imiquimod treatment.
PubMed:
Methyl-ALA-induced fluorescence in photodynamic diagnosis of basal cell carcinoma prior to Mohs micrographic surgery.
PubMed:
Failure to treat keratoderma in Papillon-Lefevre syndrome using photodynamic therapy.
PubMed:
Interference by methyl levulinate in determination of total fat in low-fat, high-sugar products by gas chromatographic fatty acid methyl ester (GC-FAME) analysis.
PubMed:
[Synthesis of enantiomerically pure 6,10-epoxybenzocycloocten-7-amines with CNS activity].
PubMed:
On the mechanism of action of vitamin B 12 . Model studies. Thermal rearrangement of methyl 3,3-dimethylglycidate to methyl levulinate.