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371173

Sigma-Aldrich

Methyl pyruvate

90%, technical grade

Synonym(s):

Pyruvic acid methyl ester

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About This Item

Linear Formula:
CH3COCO2CH3
CAS Number:
Molecular Weight:
102.09
Beilstein:
1361953
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Assay

90%

form

liquid

refractive index

n20/D 1.404 (lit.)

bp

134-137 °C (lit.)

solubility

ethanol: soluble 1.1 g/10 mL, clear, colorless to almost colorless

density

1.13 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(=O)C(C)=O

InChI

1S/C4H6O3/c1-3(5)4(6)7-2/h1-2H3

InChI key

CWKLZLBVOJRSOM-UHFFFAOYSA-N

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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.

Application

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.

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

116.6 °F - closed cup

Flash Point(C)

47 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Fundamental aspects of enantioselective heterogeneous catalysis: the surface chemistry of methyl pyruvate on Pt {111}.
The Journal of Physical Chemistry B, 104(41), 9696-9703 (2000)
Enantioselective hydrogenation of methyl pyruvate over polymer-stabilized and supported iridium clusters.
Zuo X, et al.
J. Mol. Catal. A: Chem., 147(1), 63-72 (1999)
Young-Ra Cho et al.
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Orientation and conformation of methyl pyruvate on Ni (111).
Castonguay M, et al.
Journal of the American Chemical Society, 122(3), 518-524 (2000)
Gabriella M Dahlgren et al.
Biochimica et biophysica acta, 1724(1-2), 23-36 (2005-05-11)
Glucose induces complex patterns of oscillations in intracellular Ca2+ concentration ([Ca2+]i), metabolism and secretion in islets of Langerhans including "slow" and "fast" pulses with period of 2-5 min and 10-20 s respectively. In an effort to elucidate the origin of

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