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E47808

Sigma-Aldrich

Ethyl pyruvate

98%

Synonym(s):

2-Oxopropanoic acid ethyl ester, Ethyl 2-oxopropanoate, Ethyl 2-oxopropionate, Ethyl methylglyoxylate, Methyl ethoxycarbonyl ketone

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About This Item

Linear Formula:
CH3COCOOC2H5
CAS Number:
Molecular Weight:
116.12
Beilstein:
1071466
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.404 (lit.)

bp

144 °C (lit.)

density

1.045 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOC(=O)C(C)=O

InChI

1S/C5H8O3/c1-3-8-5(7)4(2)6/h3H2,1-2H3

InChI key

XXRCUYVCPSWGCC-UHFFFAOYSA-N

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Application

Ethyl pyruvate can undergo asymmetric Henry reaction with nitromethane to form α-hydroxy β-nitro esters. It can be used as the model compound for α-ketoesters to study the mechanism of enantioselective hydrogenation reactions.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

114.8 °F - closed cup

Flash Point(C)

46 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Highly Enantioselective Henry (Nitroaldol) Reaction of Aldehydes and ?-Ketoesters Catalyzed by N,N'-Dioxide-Copper (I) Complexes.
Qin B, et al.
The Journal of Organic Chemistry, 72(24), 9323-9328 (2007)
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Inflammation may critically affect mechanisms of liver injury in acetaminophen (APAP) hepatotoxicity. Kupffer cells (KC) play important roles in inflammation, and KC depletion confers protection at early time points after APAP treatment but can lead to more severe injury at
98% Enantioselectivity in the asymmetric synthesis of a useful chiral building block by heterogeneous method: Enantioselective hydrogenation of ethyl-benzoylformate over cinchona modified Pt/Al2 O3 catalysts in the acetic acid.
Sutyinszki M, et al.
Catalysis Communications, 3(3), 125-127 (2002)
Suha Turkmen et al.
Fertility and sterility, 98(3), 626-631 (2012-06-22)
To compare the effects of N-acetylcysteine (NAC) and ethyl pyruvate (EP) on experimental testicular ischemia-reperfusion (I/R) injury. Randomized, controlled, experimental study. University hospital. Twenty-four mature male Wistar rats. Rats were divided into four groups: control group, torsion-detorsion (T/D) group, EP

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