Ethyl 2-nitro-3-phenylprop-2-enoate

Base Information

• Chemical Name: Ethyl 2-nitro-3-phenylprop-2-enoate
• CAS No.: 16508-09-1
• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221.213
• DSSTox Substance ID: DTXSID50709930
• Mol file: 16508-09-1.mol

Synonyms:Ethyl 2-nitro-3-phenylprop-2-enoate;16508-09-1;ethyl alpha-nitrocinnamate;SCHEMBL5946168;DTXSID50709930

Chemical Property of Ethyl 2-nitro-3-phenylprop-2-enoate

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 221.06880783
• Heavy Atom Count: 16
• Complexity: 287

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC=CC=C1)[N+](=O)[O-]

Technology Process of Ethyl 2-nitro-3-phenylprop-2-enoate

There total 9 articles about Ethyl 2-nitro-3-phenylprop-2-enoate 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: 100.0%

nitroacetic acid ethyl ester (626-35-7) + benzaldehyde (100-52-7) → ethyl α-nitrocinnamate (18315-80-5,18315-86-1,16508-09-1)

Guidance literature:

With [(S)-6-((hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methyl)picolinaldehyde]functionalized Rh-[Zr₆(μ₃-O)₄(μ₃-OH)₄(1,4-benzenedicarboxylate)₆]-NH₂; In toluene; at 100 ℃; for 24h; Reagent/catalyst; Temperature; Catalytic behavior;

DOI:10.1002/cctc.201300371

Reference yield: 35.0%

nitroacetic acid ethyl ester (626-35-7) + N1,N2-dibenzylidenebutane-1,4-diamine (6970-47-4) → ethyl α-nitrocinnamate (18315-80-5,18315-86-1,16508-09-1)

Guidance literature:

With acetic anhydride; for 5h;

Reference yield:

nitroacetic acid ethyl ester (626-35-7) + benzaldehyde dimethyl acetal (1125-88-8) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + ethyl α-nitrocinnamate (18315-80-5,18315-86-1,16508-09-1)

Guidance literature:

With acetic anhydride; at 160 ℃; for 9h;

DOI:10.3762/bjoc.14.263

upstream raw materials:

nitroacetic acid ethyl ester

benzaldehyde

N¹,N²-dibenzylidenebutane-1,4-diamine

N-(benzylidene)-p-methylbenzenesulfonamide

Downstream raw materials:

3-Phenyl-2-amino-bicyclo<2.2.1>heptan-2-carbonsaeureethylester

4-phenyl-isoxazole-3,5-dicarboxylic acid bis-butylamide

ethyl 3-(1-methyl-1H-pyrrol-2-yl)-2-nitro-3-phenylpropanoate

ethyl 2-nitro-3-phenyl-3-(1H-pyrrol-2-yl)propanoate