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Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | colorless to pale yellow clear liquid (est) |
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 121.00 °C. @ 760.00 mm Hg
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| Vapor Pressure: | 0.005000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 197.00 °F. TCC ( 91.50 °C. ) (est)
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| logP (o/w): | 3.381 (est) |
| Soluble in: |
| | alcohol | | | water, 1.241e+004 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | natural substances and extractives |
| IFRA Critical Effect: | Dermal sensitization |
| IFRA: | View Standard |
| Recommendation for methyl crotonate usage levels up to: | | | PROHIBITED: Should not be used as a fragrance ingredient.
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| Recommendation for methyl crotonate flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 2- | butenoic acid methyl ester | | | crotonic acid methyl ester | | 1-( | methoxycarbonyl) propene | | | methyl 2-butenoate | | | methyl but-2-enoate |
Articles:
| PubMed: | Cross-Metathesis of Biosourced Fatty Acid Derivatives: A Step Further Toward Improved Reactivity. |
| PubMed: | Synthesis of carbon-11-labeled 4-(phenylamino)-pyrrolo[2,1-f][1,2,4]triazine derivatives as new potential PET tracers for imaging of p38α mitogen-activated protein kinase. |
| PubMed: | N-Alkylated dinitrones from isosorbide as cross-linkers for unsaturated bio-based polyesters. |
| PubMed: | Arylboration of alkenes by cooperative palladium/copper catalysis. |
| PubMed: | Accurate bond energies of biodiesel methyl esters from multireference averaged coupled-pair functional calculations. |
| PubMed: | Chemical constituents from Inula wissmanniana and their anti-inflammatory activities. |
| PubMed: | Thiol-ene click chemistry: computational and kinetic analysis of the influence of alkene functionality. |
| PubMed: | The vinylogous aldol reaction of unsaturated esters and enolizable aldehydes using the novel Lewis acid aluminum tris(2,6-di-2-naphthylphenoxide). |
| PubMed: | Gas-phase oxidation of methyl crotonate and ethyl crotonate. kinetic study of their reactions toward OH radicals and Cl atoms. |
| PubMed: | Phospha-Michael additions to activated internal alkenes: steric and electronic effects. |
| PubMed: | Chemopreventive activity of sesquiterpene lactones (SLs) from yacon against TPA-induced Raji cells deformation. |
| PubMed: | Rhodium-catalyzed 1,4-addition of lithium 2-furyltriolborates to unsaturated ketones and esters for enantioselective synthesis of γ-oxo-carboxylic acids by oxidation of the furyl ring with ozone. |
| PubMed: | Triterpenoids from the leaves of Toona ciliata. |
| PubMed: | A versatile strategy for divergent and diastereoselective synthesis of natural product-like polyhydroxylated indolizidines. |
| PubMed: | Conjugate addition of 2- and 4-pyridylcuprates: an expeditious asymmetric synthesis of natural (-)-evoninic acid. |
| PubMed: | Density functional theory study of electroreductive hydrocoupling of alpha,beta-unsaturated carbonyl compounds. |
| PubMed: | Identification of potent odorants in different cultivars of snake fruit [Salacca zalacca (Gaert.) Voss] using gas chromatography-olfactometry. |
| PubMed: | An experimental study of the gas-phase reaction of the NO3 radical with alpha,beta-unsaturated carbonyl compounds. |
| PubMed: | Gas-phase reactivity of the O=P(OCH3)2 + phosphonium ion towards alpha,beta-unsaturated esters in a quadrupole ion trap. |
| PubMed: | 1H chemical shifts in NMR. Part 21--prediction of the 1H chemical shifts of molecules containing the ester group: a modelling and ab initio investigation. |
| PubMed: | Theoretical study of the photochemical [2 + 2]-cycloadditions of cyclic and acyclic alpha,beta-unsaturated carbonyl compounds to ethylene. |
| PubMed: | First total syntheses of the phytotoxins solanapyrones D and E via the domino Michael protocol. |
| PubMed: | Synergistic catalysis of anthrone Diels-Alder reactions. |
| PubMed: | Unusual Regioselectivity of the Dipolar Cycloaddition Reactions of Nitrile Oxides and Tertiary Cinnamides and Crotonamides(1). |
| PubMed: | Characterization of partially transesterified poly(beta-hydroxyalkanoate)s by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. |
| PubMed: | The first total synthesis of (-)-solanapyrone E based on domino Michael strategy. |
| PubMed: | Metabolism of ethyl tiglate in apple fruits leads to the formation of small amounts of (R)-ethyl 2-methylbutanoate. |
| PubMed: | Characterization of partially transesterified poly(beta-hydroxyalkanoate)s using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. |
| PubMed: | Synthesis and analgesic activity of N-aryl/arylalkyl 3-(1-pyrrolidinyl/piperidinyl)butyramides. |
| PubMed: | Acylated flavonoids from pseudognaphalium species |
| PubMed: | A synthetic approach to benanomicin A. 2. Synthesis of the substituted 5,6-dihydrobenzo[a]naphthacenequinone. |
| PubMed: | Carbodications. 4.(1) Hydrogen Isotope Exchange of Crotonyl Cations in Superacid. |
| PubMed: | Synthesis of 4-methoxy-2,3,5-trimethylpyridine: a specific building block for compounds with gastric-acid inhibiting activity. |
| PubMed: | On the kinetics and mechanism of enoate reductase. |
| PubMed: | Identification or urinary mercapturic acids formed from acrylate, methacrylate and crotonate in the rat. |
| PubMed: | Purification and some properties of a hitherto-unknown enzyme reducing the carbon-carbon double bond of alpha, beta-unsaturated carboxylate anions. |
| PubMed: | Properties of two Clostridia strains acting as catalysts for the preparative stereospecific hydrogenation of 2-enoic acids and 2-alken-1-ols with hydrogen gas. |
| PubMed: | [On the specifity and stereospecificity of the conversion of different 2,3-unsaturated acids by Clostridium kluyveri (author's transl)]. |
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