Ethyl 2-nitropropionate

Base Information

• Chemical Name: Ethyl 2-nitropropionate
• CAS No.: 2531-80-8
• Deprecated CAS: 152310-05-9,1438271-67-0
• Molecular Formula: C5H9 N O4
• Molecular Weight: 147.131
• Hs Code.: 2915900090
• European Community (EC) Number: 624-863-3
• NSC Number: 63896
• DSSTox Substance ID: DTXSID60870983
• Nikkaji Number: J421.620B
• Mol file: 2531-80-8.mol

Synonyms:Ethyl 2-nitropropionate;2531-80-8;ethyl 2-nitropropanoate;Propanoic acid, 2-nitro-, ethyl ester;Ethyl alpha-nitropropionate;Propionic acid, 2-nitro-, ethyl ester;2-Nitropropionic acid ethyl ester;NSC 63896;Ethyl a-nitropropionate;Ethyl .alpha.-nitropropionate;Ethyl 2-nitropropionate, 96%;SCHEMBL1009673;DTXSID60870983;CAA53180;NSC63896;MFCD00024818;NSC-63896;AKOS015833357;AS-57940;CS-0090455;FT-0613217;EN300-84928;D74922;J-015932

Chemical Property of Ethyl 2-nitropropionate

Chemical Property:

• Vapor Pressure: 0.519mmHg at 25°C
• Refractive Index: n20/D 1.421(lit.)
• Boiling Point: 191.3°Cat760mmHg
• PKA: 5.98±0.10(Predicted)
• Flash Point: 89.4°C
• PSA: 72.12000
• Density: 1.152g/cm³
• LogP: 0.73790
• Water Solubility.: Not miscible in water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2-nitropropionate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(C)[N+](=O)[O-]
• Uses: Ethyl 2-nitropropionate is 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. It is used for enantioselective Michael reactions. 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 catalystnovel nitrogen-15-labeled nitrone spin trap, 5-ethoxycarbonyl-5-methyl-1-pyrroline N-oxide ([15N]EMPO) for detecting superoxide anion2-ethoxycarbonyl-2-nitropentanal

Technology Process of Ethyl 2-nitropropionate

There total 2 articles about Ethyl 2-nitropropionate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

ethyl 3-hydroxy-2-methyl-2-nitropropanoate (88226-52-2) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethyl 2-nitropropionate (2531-80-8)

Guidance literature:

In water; at 25 ℃; Equilibrium constant; pH 7.50-7.86;

DOI:10.1007/BF00906607

Reference yield:

3-Hydroxy-2-nitro-valeriansaeure-ethylester → acetaldehyde (75-07-0,9002-91-9) + ethyl 2-nitropropionate (2531-80-8)

Guidance literature:

In water; at 25 ℃; Equilibrium constant; pH 4.8-7.12;

DOI:10.1007/BF00906607

Reference yield: 99.0%

ethyl (E)-4-oxo-4-phenyl-2-butenoate (15121-89-8) + ethyl 2-nitropropionate (2531-80-8) → diethyl 2-methyl-2-nitro-3-(2-oxo-2-phenylethyl)succinate (1185985-15-2)

Guidance literature:

With C₂₉H₂₈F₆N₄OS; In 5,5-dimethyl-1,3-cyclohexadiene; at 25 ℃; for 4h; enantioselective reaction;

DOI:10.1039/b905033g

upstream raw materials:

ethyl 3-hydroxy-2-methyl-2-nitropropanoate

Downstream raw materials:

ethyl (2E)-2-(hydroxyimino)propanoate

2-Nitro-2-(4-hydroxybenzyl)propionsaeureethylester

ethyl 2-methyl-2-nitro-3-phenyl-propionate

2-Nitro-2-(4-hydroxy-3-methoxybenzyl)propionsaeureethylester