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HomeProduct name listMethyl pyruvate

Methyl pyruvate

Synonym(s):Pyruvic acid methyl ester

  • CAS NO.:600-22-6
  • Empirical Formula: C4H6O3
  • Molecular Weight: 102.09
  • MDL number: MFCD00008754
  • EINECS: 209-987-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 13:32:20
Methyl pyruvate Structural

What is Methyl pyruvate?

Chemical properties

Methyl pyruvate is a clear, light yellow, and flammable liquid.

The Uses of Methyl pyruvate

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.

The Uses of Methyl pyruvate

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.

What are the applications of Application

Methyl pyruvate is a compound used in stimulus-secretion coupling

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.

Properties of Methyl pyruvate

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
CAS DataBase Reference 600-22-6(CAS DataBase Reference)
NIST Chemistry Reference Propanoic acid, 2-oxo-, methyl ester(600-22-6)

Safety information for Methyl pyruvate

Signal word Warning
Pictogram(s)
ghs
Flame
Flammables
GHS02
GHS Hazard Statements H226:Flammable liquids
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.

Computed Descriptors for Methyl pyruvate

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