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Merck

E47808

Sigma-Aldrich

Ethyl pyruvate

98%

Sinónimos:

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

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About This Item

Fórmula lineal:
CH3COCOOC2H5
Número de CAS:
Peso molecular:
116.12
Beilstein/REAXYS Number:
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

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

114.8 °F - closed cup

flash_point_c

46 °C - closed cup

ppe

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


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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)
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)
Lin Sun et al.
Journal of neurotrauma, 36(3), 421-435 (2018-06-23)
High mobility group box-1 (HMGB1) could function as an early trigger for pro-inflammatory activation after spinal cord injury (SCI). Spinal cord edema contributes to inflammatory response mechanisms and a poor clinical prognosis after SCI, for which efficient therapies targeting the
M P Fink
Journal of internal medicine, 261(4), 349-362 (2007-03-30)
Ethyl pyruvate (EP) is a simple derivative of the endogenous metabolite, pyruvic acid. Treatment with EP has been shown to improve survival and/or ameliorate organ dysfunction in a wide variety of preclinical models of critical illnesses, such as severe sepsis
Kenneth K Kao et al.
Biochemical pharmacology, 80(2), 151-159 (2010-03-17)
Pyruvate is an important metabolic intermediate, and also is an effective scavenger of hydrogen peroxide and other reactive oxygen species (ROS). Pharmacological administration of pyruvate has been shown to improve organ function in animal models of oxidant-mediated cellular injury. However

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