Methyl 2-nitropropanoate

Base Information

• Chemical Name: Methyl 2-nitropropanoate
• CAS No.: 6118-50-9
• Molecular Formula: C₄H₇NO₄
• Molecular Weight: 133.104
• European Community (EC) Number: 612-095-1
• DSSTox Substance ID: DTXSID80338237
• Nikkaji Number: J129.147E
• Mol file: 6118-50-9.mol

Synonyms:Methyl 2-nitropropanoate;6118-50-9;methyl 2-nitro-propionate;2-Nitropropanoic acid methyl ester;Propanoic acid, 2-nitro-, methyl ester;Propionic acid, 2-nitro-, methyl ester;Methyl2-nitropropanoate;Methyl 2-nitropropionate;Methyl 2-nitropropanoate #;SCHEMBL1009849;DTXSID80338237;EN300-208460

Chemical Property of Methyl 2-nitropropanoate

Chemical Property:

• Vapor Pressure: 1.44mmHg at 25°C
• Boiling Point: 170.8oC at 760 mmHg
• Flash Point: 77oC
• PSA: 72.12000
• Density: 1.196g/cm3
• LogP: 0.34780
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 133.03750770
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC)[N+](=O)[O-]

Technology Process of Methyl 2-nitropropanoate

There total 7 articles about Methyl 2-nitropropanoate 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:

Methyl 2-bromopropionate (5445-17-0) → methyl 2-nitro-propionate (62013-44-9,6118-50-9)

Guidance literature:

With 3,5-dihydroxyphenol; sodium nitrite; In N,N-dimethyl-formamide;

Reference yield:

(1-nitro-ethyl)-lithium + methyl 1-imidazolecarboxylate (61985-23-7) → methyl 2-nitro-propionate (62013-44-9,6118-50-9)

Guidance literature:

In dimethyl sulfoxide; for 36h; Yield given; Ambient temperature;

DOI:10.1021/jo00142a008

Reference yield:

Nitroethane (79-24-3) + methyl chloroformate (79-22-1) → methyl 2-nitro-propionate (62013-44-9,6118-50-9)

Guidance literature:

With hydrogenchloride; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 30 min, 2.) ether, -78 deg C, 90 min;

DOI:10.1055/s-1986-31497

upstream raw materials:

methanol

Nitroethane

carbon dioxide

Methyl 2-bromopropionate

Downstream raw materials:

C₁₇H₂₄N₂O₆

C₁₆H₂₁FN₂O₆

C₁₆H₂₁ClN₂O₆

C₁₆H₂₁ClN₂O₆

Refernces

• 1、 Ram, Siya,Ehrenkaufer, Richard E.. "A Facile Synthesis of α-Amino Esters via Reduction of α-Nitro Esters Using Ammonium Formate as a Catalytic Hydrogen Transfer Agent". . p. 133 - 135. Retrieved 2007/10/02.
• 2、 Crumbie, Robyn L.,Nimitz, Jonathan S.,Mosher, Harry S.. "α-Nitro Ketones and Esters from Acylimidazoles". . p. 4040 - 4045. Retrieved 2007/10/02.