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Key Documents

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

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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
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)
T J Percival et al.
The British journal of surgery, 99 Suppl 1, 66-74 (2012-03-28)
Extremity injury with ischaemia is the most common pattern of vascular trauma and is a challenge for surgeons who must make decisions about the timing and mechanism of limb reperfusion. In modern military conflicts, effective use of limb tourniquets and
Zheng-Gang Luan et al.
The Journal of surgical research, 181(1), 76-84 (2012-06-22)
Systemic inflammatory mediators have an important role in the development of acute pancreatitis. In this study, we investigated the effect of ethyl pyruvate (EP) on pancreas injury in rats with severe acute pancreatitis (SAP) and its possible mechanism. We randomly allocated

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