methyl (S)-2-methyl butyrate
butanoic acid, 2-methyl-, methyl ester, (2S)-
Identification
| Name | methyl (S)-2-methyl butyrate |
| IUPAC | methyl (2S)-2-methylbutanoate |
| CAS Number | 10307-60-5 |
| FDA UNII | Search |
| Molecular Formula | C6 H12 O2 |
| Molecular Weight | 116.16004000 |
| Nikkaji Number | J57.328K |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 112.60 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 21.591000 mmHg @ 25.00 °C. (est) |
| Flash Point | 67.00 °F. TCC ( 19.40 °C. ) (est) |
| logP (o/w) | 1.648 (est) |
| Soluble in | water, 3172 mg/L @ 25 °C (est) |
Organoleptic Properties
| Odor Description | at 100.00 %. |
Safety Information
| 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 | natural substances and extractives |
| Recommendation for methyl (S)-2-methyl butyrate usage levels up to | not for fragrance use. |
| Recommendation for methyl (S)-2-methyl butyrate flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
butanoic acid, 2-methyl-, methyl ester, (2S)-
methyl (2S)-2-methylbutanoate
methyl (S)-2-methylbutanoate
methyl (S)-2-methylbutyrate
(S)-
methyl 2-methylbutyrate
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The floral scents of Nymphaea subg. Hydrocallis (Nymphaeaceae), the New World night-blooming water lilies, and their relation with putative pollinators.
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Quantitative analysis of fragrance and odorants released from fresh and decaying strawberries.
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Potential aromatic compounds as markers to differentiate between Tuber melanosporum and Tuber indicum truffles.
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Characterization of volatile components in makgeolli, a traditional Korean rice wine, with or without pasteurization, during storage.
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Aroma volatile compounds from two fresh pineapple varieties in china.
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Molecular analysis of volatile metabolites released specifically by Staphylococcus aureus and Pseudomonas aeruginosa.
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Identification of the sex pheromone of the invasive scale Acutaspis albopicta (Hemiptera: Diaspididae), arriving in California on shipments of avocados from Mexico.
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Production of volatile organic compounds by mycobacteria.
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Production of volatile compounds by Lactobacillus sakei from branched chain α-keto acids.
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Evaluation of volatiles from two subtropical strawberry cultivars using GC-olfactometry, GC-MS odor activity values, and sensory analysis.
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Volatile compounds responsible for aroma of Jutrzenka liquer wine.
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Identification of potent odourants in wine and brewed coffee using gas chromatography-olfactometry and comprehensive two-dimensional gas chromatography.
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Chirality and bioactivity of the sex pheromone of Madeira mealybug (Hemiptera: Pseudococcidae).
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Volatile composition of four southern highbush blueberry cultivars and effect of growing location and harvest date.
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Aroma volatiles recovered in the water phase of cashew apple (Anacardium occidentale L.) juice during concentration.
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Production of volatile metabolites by grape-associated microorganisms.
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Influence of modified atmosphere packaging on volatile compounds and physicochemical and antioxidant attributes of fresh-cut pineapple (Ananas comosus).
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Development of a method based on on-line reversed phase liquid chromatography and gas chromatography coupled by means of an adsorption-desorption interface for the analysis of selected chiral volatile compounds in methyl jasmonate treated strawberries.
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Kinetic modeling of methyl butanoate in shock tube.
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Insertional inactivation of branched-chain alpha-keto acid dehydrogenase in Staphylococcus aureus leads to decreased branched-chain membrane fatty acid content and increased susceptibility to certain stresses.
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Characterization of the most odor-active compounds in an American Bourbon whisky by application of the aroma extract dilution analysis.
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Contribution to the analysis of the essential oil of Helichrysum italicum (Roth) G. Don. Determination of ester bonded acids and phenols.
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Cyclooxygenase-2 inhibitory effects and composition of the volatile oil from the dried roots of Lithospermum erythrorhizon.
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Enthalpies of formation, bond dissociation energies and reaction paths for the decomposition of model biofuels: ethyl propanoate and methyl butanoate.
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Absolute configuration of the creatonotines and callimorphines, two classes of arctiid-specific pyrrolizidine alkaloids.
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Requirements for the formation of a chiral template.
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Olfactory discrimination among sex pheromone stereoisomers: chirality recognition by pink hibiscus mealybug males.
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Comparison of aroma volatiles in commercial Merlot and Cabernet Sauvignon wines using gas chromatography-olfactometry and gas chromatography-mass spectrometry.
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Simple gas chromatographic method for the stereodifferentiation of methyl nilate, a chiral alpha-methyl-beta-hydroxy ester.
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Enantioselective synthesis of the female sex pheromone of the pink hibiscus Mealybug, Maconellicoccus hirsutus.
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Identification of potent odorants in different cultivars of snake fruit [Salacca zalacca (Gaert.) Voss] using gas chromatography-olfactometry.
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Precursor and temperature modulation of fatty acid composition and growth of Listeria monocytogenes cold-sensitive mutants with transposon-interrupted branched-chain alpha-keto acid dehydrogenase.
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Influence of strawberry yogurt composition on aroma release.
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Mediation of conformationally controlled photodecarboxylations of chiral and cyclic aryl esters by substrate structure, temperature, pressure, and medium constraints.
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Sex pheromone of the pink hibiscus mealybug, Maconellicoccus hirsutus, contains an unusual cyclobutanoid monoterpene.
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Flavor release and rheology behavior of strawberry fatfree stirred yogurt during storage.
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On-line gas chromatography combustion/pyrolysis isotope ratio mass spectrometry (HRGC-C/P-IRMS) of pineapple (Ananas comosus L. Merr.) volatiles.
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Enantioselective analysis of methyl-branched alcohols and acids in rhubarb (Rheum rhabarbarum L.) stalks.
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Aroma extract dilution analysis of Cv. Marion (Rubus spp. hyb) and Cv. Evergreen (R. laciniatus L.) blackberries.
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Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters.
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Cloning and inactivation of a branched-chain-amino-acid aminotransferase gene from Staphylococcus carnosus and characterization of the enzyme.
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Characterization of the most odor-active compounds of Iberian ham headspace.
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Radiolabeled cholinesterase substrates: in vitro methods for determining structure-activity relationships and identification of a positron emission tomography radiopharmaceutical for in vivo measurement of butyrylcholinesterase activity.
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Metabolism of ethyl tiglate in apple fruits leads to the formation of small amounts of (R)-ethyl 2-methylbutanoate.
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Enantiomeric synthesis of (S)-2-methylbutanoic acid methyl ester, apple flavor, using lipases in organic solvent.
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Analogues of gamma-aminobutyric acid (GABA) and trans-4-aminocrotonic acid (TACA) substituted in the 2 position as GABAC receptor antagonists.
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Separation of the stereoisomers of the main metabolite of a non-steroidal anti-inflammatory drug, flobufen, by chiral high-performance liquid chromatography.
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A kinetic study and application of a novel carbonyl reductase isolated from Rhodococcus erythropolis.
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Interaction between valproate and branched-chain amino acid metabolism.
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O-acylated lysergol and dihydrolysergol-I derivatives as competitive antagonists of 5-HT at 5-HT2 receptors of rat tail artery. Allosteric modulation instead of pseudoirreversible inhibition.
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Propionyl-CoA condensing enzyme from Ascaris muscle mitochondria. I. Isolation and characterization of multiple forms.
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3-Oxothiolase activities and [14C]-2-methylbutanoic acid incorporation in cultured fibroblasts from 13 cases of suspected 3-oxothiolase deficiency.
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Stereoselectivity in the 2-methylbutyrate incorporation into anteiso fatty acids in Bacillus subtilis mutants.
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Biosynthesis of mevinolin, a hypocholesterolemic fungal metabolite, in Aspergillus terreus.
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Effect of carbon-4 and carbon-5 volatile fatty acids on growth of mixed rumen bacteria in vitro.
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2-Methylacetoacetyl-coenzyme A reductase from Ascaris muscle: purification and properties.
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Pathway of formation of branched-chain volatile fatty acids in Ascaris mitochondria.
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Demonstration of a new mammalian isoleucine catabolic pathway yielding an Rseries of metabolites.