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339407

Ethyl 2-nitropropionate

Name: Ethyl 2-nitropropionate
Brand: ALDRICH

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About This Item

Linear Formula:

CH₃CH(NO₂)CO₂C₂H₅

CAS Number:

2531-80-8

Molecular Weight:

147.13

NACRES:

NA.22

PubChem Substance ID:

24860641

UNSPSC Code:

12352100

MDL number:

MFCD00024818

Assay:

96%

Form:

liquid

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Properties

assay

96%

form

liquid

refractive index

n20/D 1.421 (lit.)

bp

75-76 °C/9 mmHg (lit.)

density

1.13 g/mL at 25 °C (lit.)

functional group

amine, ester, nitro

SMILES string

CCOC(=O)C(C)[N+]([O-])=O

InChI

1S/C5H9NO4/c1-3-10-5(7)4(2)6(8)9/h4H,3H2,1-2H3

InChI key

ZXBGJDZWJJFFQY-UHFFFAOYSA-N

Description

General description

Ethyl 2-nitropropionate is a nitro ester.

Application

Ethyl 2-nitropropionate was used in the preparation of:

(−)-trans-2,5-dimethylprolineethyl ester via enantioselective Michael reaction methyl vinyl ketone using modified dihydroquinine as catalyst
novel nitrogen-15-labeled nitrone spin trap, 5-ethoxycarbonyl-5-methyl-1-pyrroline N-oxide ([¹⁵N]EMPO) for detecting superoxide anion
2-ethoxycarbonyl-2-nitropentanal

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

192.2 °F - closed cup

flash_point_c

89 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Detection of superoxide anion using an isotopically labeled nitrone spin trap: potential biological applications.

H Zhang et al.

FEBS letters, 473(1), 58-62 (2000-05-10)

We describe the synthesis and biological applications of a novel nitrogen-15-labeled nitrone spin trap, 5-ethoxycarbonyl-5-methyl-1-pyrroline N-oxide ([(15)N]EMPO) for detecting superoxide anion. Superoxide anion generated in xanthine/xanthine oxidase (100 nM min(-1)) and NADPH/calcium-calmodulin/nitric oxide synthase systems was readily detected using EMPO

5-Carboxy-5-methyl-1-pyrroline N-oxide: a spin trap for the hydroxyl radical.

Tsai P, et al.

J. Chem. Soc. Perkin Trans. II, 6, 875-880 (2001)

Structure reassignment and synthesis of Jenamidines A1/A2, synthesis of (+)-NP25302, and formal synthesis of SB-311009 analogues.

Jeremy R Duvall et al.

The Journal of organic chemistry, 71(22), 8579-8590 (2006-10-27)

The proposed structures of jenamidines A, B, and C (1-3) were revised to jenamidines A1/A2, B1/B2, and C (8-10). Jenamidines A1/A2 (8) were synthesized from activated proline derivative 43 by conversion to 26 in two steps and 50% overall yield.

Global Trade Item Number

SKU	GTIN
339407-1G	04061826752388