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Methyl pyruvate

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Methyl pyruvate Basic information

Product Name:
Methyl pyruvate
Synonyms:
  • 2-oxo-propionicacidmethylester
  • Methylglyoxylic acid methyl ester
  • PYR ME
  • PYRUVIC ACID METHYL ESTER
  • PAME
  • 2-OXOPROPANOIC ACID METHYL ESTER
  • METHYL 2-OXOPROPANOATE
  • METHYL 2-OXO-PROPIONATE
CAS:
600-22-6
MF:
C4H6O3
MW:
102.09
EINECS:
209-987-4
Product Categories:
  • Building Blocks
  • C2 to C5
  • Carbonyl Compounds
  • Chemical Synthesis
  • Esters
  • Organic Building Blocks
  • PyruvicAcidSeries
  • bc0001
  • 600-22-6
Mol File:
600-22-6.mol
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Methyl pyruvate Chemical Properties

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.)
Flash point:
103 °F
storage temp. 
2-8°C
solubility 
ethanol: soluble1.1g/10 mL, clear, colorless to almost colorless
form 
liquid
color 
Yellow
Water Solubility 
Soluble in chloroform, methanol, ether, alcohol. Slightly soluble in water.
Merck 
14,8021
BRN 
1361953
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)
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Safety Information

Hazard Codes 
Xi,F
Risk Statements 
10
Safety Statements 
23-24/25-16
RIDADR 
UN 3272 3/PG 3
WGK Germany 
3
10-21
HazardClass 
3
PackingGroup 
III
HS Code 
29183000

MSDS

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Methyl pyruvate Usage And Synthesis

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.

Uses

Methyl pyruvate may be used to investigate the adsorption and reactivity of methyl pyruvate on Pt{111}. It may be used in the preparation of dimethyl 2,3-dimethylenebutanedioate.

Definition

ChEBI: Methyl pyruvate is a pyruvate ester resultinf grom the formal condensation of the carboxy group of pyruvic acid with the hydroxy group of methanol. It is a pyruvate ester and a methyl ester. It derives from a pyruvic acid.

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.

Methyl pyruvate Preparation Products And Raw materials

Raw materials

Preparation Products

Methyl pyruvateSupplier

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