Methyl 4-(4-nitrophenyl)-2,4-dioxobutanoate

Base Information

• Chemical Name: Methyl 4-(4-nitrophenyl)-2,4-dioxobutanoate
• CAS No.: 39757-36-3
• Molecular Formula: C11H9NO6
• Molecular Weight: 251.196
• NSC Number: 208709
• DSSTox Substance ID: DTXSID00308735
• Nikkaji Number: J3.219.878C
• Wikidata: Q82056763
• Mol file: 39757-36-3.mol

Synonyms:methyl 4-(4-nitrophenyl)-2,4-dioxobutanoate;39757-36-3;Methyl 4-nitro-a,g-dioxo-benzenebutanoate;NSC208709;DTXSID00308735;AKOS009264248;NSC 208709;NSC-208709;CS-0452114;methyl4-(4-nitrophenyl)-2,4-dioxobutanoate;Benzenebutanoic acid,4-nitro-a,g-dioxo-,methyl ester;2,4-Dioxo-4-(4-nitrophenyl)butanoic acid methyl ester

Chemical Property of Methyl 4-(4-nitrophenyl)-2,4-dioxobutanoate

Chemical Property:

• Vapor Pressure: 4.55E-07mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 414.1 °C at 760 mmHg
• Flash Point: 193.5 °C
• PSA: 106.26000
• Density: 1.373 g/cm³
• LogP: 1.43290
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 251.04298701
• Heavy Atom Count: 18
• Complexity: 364

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-(4-nitrophenyl)-2,4-dioxobutanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 4-(4-nitrophenyl)-2,4-dioxobutanoate

There total 2 articles about Methyl 4-(4-nitrophenyl)-2,4-dioxobutanoate 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: 76.0%

→ 4-(4-Nitro-phenyl)-2,4-dioxo-butyric acid methyl ester (39757-36-3)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 24h;

Reference yield:

Dimethyl oxalate (553-90-2) + (4-nitrophenyl)ethanone (100-19-6) → 4-(4-Nitro-phenyl)-2,4-dioxo-butyric acid methyl ester (39757-36-3)

Guidance literature:

With sodium t-butanolate; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2008.07.047

Reference yield: 90.0%

1,2-diaminopropan (78-90-0,10424-38-1) + 4-(4-Nitro-phenyl)-2,4-dioxo-butyric acid methyl ester (39757-36-3) → 6-Methyl-3-[2-(4-nitro-phenyl)-2-oxo-eth-(E)-ylidene]-piperazin-2-one

Guidance literature:

With acetic acid; In ethanol; for 1.33333h; Heating;

DOI:10.1007/BF02464222

upstream raw materials:

Dimethyl oxalate

(4-nitrophenyl)ethanone

Downstream raw materials:

1-Benzoyl-5-hydroxy-5-(4-nitro-phenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid methyl ester

(Z)-3-[2-(4-nitrophenyl)-2-oxoethylidene]-3,4-dihydroquinoxalin-2(1H)-one

(Z)-3-(4-nitrophenacylidene)-1-phenyl-1,2,3,4-tetrahydroquinoxalin-2-one

3-Hydrazono-4-(4-nitro-benzoyl)-1,5-diphenyl-pyrrolidin-2-one

Refernces

• 1、 Sahoo, Santosh Kumar,Rani, Bandela,Gaikwad, Nikhil Baliram,Ahmad, Mohammad Naiyaz,Kaul, Grace,Shukla, Manjulika,Nanduri, Srinivas,Dasgupta, Arunava,Chopra, Sidharth,Yaddanapudi, Venkata Madhavi. "Synthesis and structure-activity relationship of new chalcone linked 5-phenyl-3-isoxazolecarboxylic acid methyl esters potentially active against drug resistant Mycobacterium tuberculosis". . . Retrieved 2021/06/14.
• 2、 Kamal, Ahmed,Tamboli, Jaki R.,Vishnuvardhan,Adil,Nayak, V. Lakshma,Ramakrishna. "Synthesis and anticancer activity of heteroaromatic linked 4β-amido podophyllotoxins as apoptotic inducing agents". . p. 273 - 280. Retrieved 2013/02/25.