339407
Ethyl 2-nitropropionate
96%
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About This Item
Linear Formula:
CH3CH(NO2)CO2C2H5
CAS Number:
Molecular Weight:
147.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
96%
Form:
liquid
InChI
1S/C5H9NO4/c1-3-10-5(7)4(2)6(8)9/h4H,3H2,1-2H3
SMILES string
CCOC(=O)C(C)[N+]([O-])=O
InChI key
ZXBGJDZWJJFFQY-UHFFFAOYSA-N
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
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
signalword
Warning
hcodes
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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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)
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.
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
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