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Merck

371173

Methyl pyruvate

90%, technical grade

Synonym(s):

Pyruvic acid methyl ester

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About This Item

Linear Formula:
CH3COCO2CH3
CAS Number:
600-22-6
Molecular Weight:
102.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24863094
EC Number:
209-987-4
Beilstein/REAXYS Number:
1361953
MDL number:
MFCD00008754
Assay:
90%
Form:
liquid

Key Documents

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InChI key

CWKLZLBVOJRSOM-UHFFFAOYSA-N

InChI

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

SMILES string

COC(=O)C(C)=O

grade

technical grade

assay

90%

form

liquid

Quality Level

100

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.)

functional group

ester, ketone

storage temp.

2-8°C

Related Categories

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
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

116.6 °F - closed cup

flash_point_c

47 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water insoluble liquid

fsl

371173-BULK: + 371173-25G: + 371173-100G: + 371173-VAR:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3408
MKCF9829
MKBW9218V
MKBQ7114V
MKBD7767V

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Young-Ra Cho et al.
Molecular oncology, 12(7), 1203-1215 (2018-05-24)
Matrine is a natural compound extracted from the herb Sophora flavescens Ait which is widely used in traditional Chinese medicine for treating various diseases. Recently, matrine was reported to have antitumor effects against a variety of cancers without any obvious
Orientation and conformation of methyl pyruvate on Ni (111).
Castonguay M, et al.
Journal of the American Chemical Society, 122(3), 518-524 (2000)
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)
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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