Ethyl 4-(2-nitrophenyl)-3-oxobutanoate

Base Information

• Chemical Name: Ethyl 4-(2-nitrophenyl)-3-oxobutanoate
• CAS No.: 66073-33-4
• Molecular Formula: C12H13NO5
• Molecular Weight: 251.239
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID10446157
• Mol file: 66073-33-4.mol

Synonyms:Ethyl 4-(2-nitrophenyl)-3-oxobutanoate;66073-33-4;ETHYL 4-(2-NITROPHENYL)ACETOACETATE;4-(2-nitrophenyl)-3-oxo-butyric acid ethyl ester;4-(2-Nitro-phenyl)-3-oxo-butyric acid ethyl ester;EC-000.1712;Oprea1_169822;SCHEMBL730608;DTXSID10446157;NEVSSHAHYYYAKX-UHFFFAOYSA-N;ethyl-gamma-2-nitrophenylacetoacetate;MFCD01926658;AKOS015964983;DS-7048;AM805551;CS-0038009;4,4-Azobis[N-(9,10-dihydro-9,10-dioxo-1-anthryl)]-[1,1-biphenyl]-4-carboxamide

Chemical Property of Ethyl 4-(2-nitrophenyl)-3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 357.904oC at 760 mmHg
• Flash Point: 150.159oC
• PSA: 89.19000
• Density: 1.252g/cm3
• LogP: 2.18280
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 251.07937252
• Heavy Atom Count: 18
• Complexity: 323

Purity/Quality:

99% ^*data from raw suppliers

4-(2-nitro-phenyl)-3-oxo-butyricacidethylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 4-(2-nitrophenyl)-3-oxobutanoate

There total 9 articles about Ethyl 4-(2-nitrophenyl)-3-oxobutanoate 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%

5-[1-hydroxy-2-(2-nitrophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (1069111-98-3) → 4-(2-nitrophenyl)-3-oxobutyric acid ethyl ester (66073-33-4)

Guidance literature:

In ethanol; for 5h; Reflux;

DOI:10.1016/j.jphotochem.2021.113487

Reference yield: 100.0%

ethanol (64-17-5) + 5-[1-hydroxy-2-(2-nitrophenyl)ethylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (1069111-98-3) → 4-(2-nitrophenyl)-3-oxobutyric acid ethyl ester (66073-33-4)

Guidance literature:

for 0.75h; Reflux;

DOI:10.1002/ejoc.201700849

Reference yield: 65.0%

ethyl 2-acetyl-3-oxo-4-(2-nitrophenyl)butanoate (61417-33-2) → 4-(2-nitrophenyl)-3-oxobutyric acid ethyl ester (66073-33-4)

Guidance literature:

With ammonia; In ethanol; for 4h; Ambient temperature;

DOI:10.1002/jhet.5570260114

upstream raw materials:

ethyl 2-acetyl-3-oxo-4-(2-nitrophenyl)butanoate

2-(2-nitrophenyl)acetic acid

propanedioic acid monoethyl ester dilithium salt

ethyl potassium malonate

Downstream raw materials:

4-(2-nitro-phenyl)-acetoacetic acid benzyl ester

ethyl 2-(1H-indol-2-yl)acetate

ethyl 2-(2,3-dihydro-1H-indole-2-yl)acetate

Refernces

• 1、 ?rkényi, Róbert,Beke, Gyula,Riethmüller, Eszter,Szakács, Zoltán,Kóti, János,Faigl, Ferenc,éles, János,Greiner, István. "Environmentally Friendly Synthesis of Indoline Derivatives using Flow-Chemistry Techniques". . p. 6525 - 6532. Retrieved 2017/12/02.
• 2、 Attia, Mohamed I.,Gueclue, Deniz,Hertlein, Barbara,Julius, Justin,Witt-Enderby, Paula A.,Zlotos, Darius P.. "Synthesis, NMR conformational analysis and pharmacological evaluation of 7,7a,13,14-tetrahydro-6H-cyclobuta[b]pyrimido[1,2-a:3,4-a′]diindole analogues as melatonin receptor ligands". . p. 2129 - 2137. Retrieved 2008/03/14.