| Identification | More | [Name]
Methyl pyruvate | [CAS]
600-22-6 | [Synonyms]
2-OXOPROPANOIC ACID METHYL ESTER
METHYL 2-OXOPROPANOATE
METHYL 2-OXO-PROPIONATE
METHYL PYRUVATE
PAME
PYR ME
PYRUVIC ACID METHYL ESTER
2-oxo-propionicacidmethylester
Methylglyoxylic acid methyl ester
METHYL PYRUVATE 97%
METHYL PYRUVATE, TECH., 90%
PYRUVIC ACID METHYL ESTER 97+%
Methylpyruvate,96%
Propanoic acid, 2-oxo-, methyl ester
ketopropionic acid methyl ester
Methyl acetoformate
2-Oxopropanoic acid methyl
cis-Pyruvic acid methyl ester
trans-Pyruvic acid methyl ester | [EINECS(EC#)]
209-987-4 | [Molecular Formula]
C4H6O3 | [MDL Number]
MFCD00008754 | [Molecular Weight]
102.09 | [MOL File]
600-22-6.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS TO YELLOW LIQUID | [Melting point ]
-22 °C | [Boiling point ]
134-137 °C (lit.) | [density ]
1.13 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.404(lit.)
| [Fp ]
103 °F
| [storage temp. ]
2-8°C
| [solubility ]
ethanol: soluble1.1g/10 mL, clear, colorless to almost colorless | [form ]
liquid
| [color ]
yellow cast
| [Water Solubility ]
Soluble in chloroform, methanol, ether, alcohol. Slightly soluble in water. | [Merck ]
14,8021 | [BRN ]
1361953 | [InChI]
1S/C4H6O3/c1-3(5)4(6)7-2/h1-2H3 | [InChIKey]
CWKLZLBVOJRSOM-UHFFFAOYSA-N | [SMILES]
COC(=O)C(C)=O | [LogP]
-0.159 (est) | [CAS DataBase Reference]
600-22-6(CAS DataBase Reference) | [NIST Chemistry Reference]
Propanoic acid, 2-oxo-, methyl ester(600-22-6) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS02 | [Signal word ]
Warning | [Hazard statements ]
H226 | [Precautionary statements ]
P261 | [Hazard Codes ]
Xi,F | [Risk Statements ]
R10:Flammable. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 3272 3/PG 3
| [WGK Germany ]
3
| [F ]
10-21 | [REACH Registrations]
Active | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29183000 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Flam. Liq. 3 |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR COLOURLESS TO YELLOW LIQUID | [Chemical Properties]
Methyl pyruvate is a clear, light yellow, and flammable
liquid. | [Uses]
Methyl Pyruvate acts as a potent secretagogue used in the study of stimulus-secretion coupling. Also used in the preparation of quinoxalines as dual phoosphodiesterase 2/10 (PDE2/10) inhibitors. It increases free calcium ion concentration in the cytosol of pancreatic cells. It is used in the preparation of dimethyl 2,3-dimethylenebutanedioate. | [Definition]
ChEBI: A pyruvate ester resultinf grom the formal condensation of the carboxy group of pyruvic acid with the hydroxy group of methanol. | [Preparation]
Methyl pyruvate has been prepared from the silver salt of pyruvic acid and methyl iodide; from the free acid, by the ethanol-vapor method without a catalyst, by azeotropic removal of the water produced by the reaction of methanol in the presence of p-toluenesulfonic acid (the present method), and by refluxing with methanol in ethylene dichloride using ethanesulfonic acid as a catalyst (73% yield). Pyruvic esters have also been prepared by the catalytic dehydrogenation of lactic acid esters and by the oxidation of ethyl lactate with potassium permanganate.
DOI: 10.15227/orgsyn.024.0072 | [General Description]
Methyl pyruvate is a pyruvic ester. Surface conditions during Pt/silica EUROPT-1 modified by cinchonidine catalyzed by enantioselective hydrogenation of methyl pyruvate to R-(+)-methyl lactate were investigated. Enantioselective hydrogenation of methyl pyruvate over finely dispersed polyvinylpyrrolidone-stabilized and the corresponding alumina-supported iridium clusters modified with cinchonidine was studied. The molecular orientation and conformation of methyl pyruvate on Ni(111) surface has been investigated in the temperature range 105-220K. Methyl pyruvate is reported to stimulate insulin secretion in vitro and in vivo. |
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Alfa Aesar
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Energy Chemical
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