ChemicalBook CAS DataBase List 600-22-6

600-22-6

Name	Methyl pyruvate
CAS	600-22-6
EINECS(EC#)	209-987-4
Molecular Formula	C4H6O3
MDL Number	MFCD00008754
Molecular Weight	102.09
MOL File	600-22-6.mol

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

Chemical Properties

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

Symbol(GHS)	GHS02
Signal word	Warning
Hazard statements	H226
Precautionary statements	P261
Hazard Codes	Xi,F
Risk Statements	R10:Flammable. less more
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 . less more
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

Raw materials And Preparation Products

Hazard Information

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.

Material Safety Data Sheet(MSDS)

Spectrum Detail

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