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Merck
CN

E47808

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:
617-35-6
Molecular Weight:
116.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894582
EC Number:
210-511-2
Beilstein/REAXYS Number:
1071466
MDL number:
MFCD00009123
Assay:
98%
Form:
liquid

Key Documents

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Product Name

Ethyl pyruvate, 98%

InChI key

XXRCUYVCPSWGCC-UHFFFAOYSA-N

InChI

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

SMILES string

CCOC(=O)C(C)=O

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

Quality Level

200

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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
GHS02,GHS05

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
STBL1869
STBL0988
STBK6094
STBK3027
STBJ6410

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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
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
Mitchell P Fink
Current opinion in clinical nutrition and metabolic care, 5(2), 167-174 (2002-02-15)
Reactive oxygen species are reactive, partly reduced derivatives of molecular oxygen. Important reactive oxygen species in biological systems include superoxide radical anion, hydrogen peroxide, and hydroxyl radical. Peroxynitrite, is another important species in biological systems. A variety of enzymatic and
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