1,3-Butanedione, 1-(4-nitrophenyl)-

Base Information

• Chemical Name: 1,3-Butanedione, 1-(4-nitrophenyl)-
• CAS No.: 4023-82-9
• Molecular Formula: C10H9NO4
• Molecular Weight: 207.186
• Hs Code.: 2914700090
• NSC Number: 21486
• DSSTox Substance ID: DTXSID40193223
• Nikkaji Number: J1.059.649A
• Wikidata: Q83065931
• Mol file: 4023-82-9.mol

Synonyms:1-(4-nitrophenyl)butane-1,3-dione;4023-82-9;1,3-Butanedione, 1-(4-nitrophenyl)-;(p-Nitrobenzoyl)acetone;1-(4-Nitrophenyl)-1,3-butanedione;1,3-Butanedione, 1-(p-nitrophenyl)-;Benzoylacetone, p-nitro-;BRN 2213658;1-(p-Nitrophenyl)-1,3-butanedione;MFCD00187226;4-07-00-02154 (Beilstein Handbook Reference);4-Nitrobenzoylacetone;NSC21486;1, 1-(p-nitrophenyl)-;1, 1-(4-nitrophenyl)-;SCHEMBL279440;DTXSID40193223;BBL100151;NSC 21486;NSC-21486;STL511938;AKOS009234200;LS-45894;CS-0236801;EN300-173256

Chemical Property of 1,3-Butanedione, 1-(4-nitrophenyl)-

Chemical Property:

• Vapor Pressure: 6.02E-05mmHg at 25°C
• Boiling Point: 345.8°Cat760mmHg
• Flash Point: 166.8°C
• PSA: 79.96000
• Density: 1.271g/cm³
• LogP: 2.27980
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 207.05315777
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

99%min ^*data from raw suppliers

1-(4-Nitrophenyl)butane-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,3-Butanedione, 1-(4-nitrophenyl)-

There total 23 articles about 1,3-Butanedione, 1-(4-nitrophenyl)- 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: 99.0%

1-(4-nitrophenyl)-1-hydroxy-3-butanone (88958-64-9,88958-65-0,97600-21-0,57548-40-0) → 4-nitrobenzoylacetone (4023-82-9)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; at 77 ℃;

DOI:10.1021/jo201810c

Reference yield: 88.0%

4-nitrobenzaldehdye (555-16-8) + acetone (67-64-1) → 4-nitrobenzoylacetone (4023-82-9)

Guidance literature:

With tert.-butylhydroperoxide; di-tert-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid; at 120 ℃; for 24h;

DOI:10.1016/j.tetlet.2015.10.006

Reference yield: 88.0%

acetone (67-64-1) → 4-nitrobenzoylacetone (4023-82-9)

Guidance literature:

With dibenzo-18-crown-6; ethanol; sodium hydride; In tetrahydrofuran; 1.) r.t, 0.5 h, 2.) reflux, 2 h;

DOI:10.1055/s-1991-26416

upstream raw materials:

acetic anhydride

(4-nitrophenyl)ethanone

vinyl acetate

4-nitro-benzoyl chloride

Downstream raw materials:

2-[(Z)-1-Methyl-3-(4-nitro-phenyl)-3-oxo-propenylamino]-benzenesulfonamide

(Z)-1,5-dihydroxy-5-methyl-1-(4-nitrophenyl)hex-1-en-3-one

3-ethyl-9-(4-nitrophenyl)-5H,6H,7H-pyridazino[4,3-e][1,4]diazepine

2-diazo-5-hydroxy-1-(4-nitrophenyl)heptane-1,3-dione

Refernces

• 1、 Shen, Xuqian,Borah, Arun Jyoti,Cao, Xihan,Pan, Weixiang,Yan, Guobing,Wu, Xiangmei. "Direct synthesis of 1,3-dicarbonyl compounds via radical coupling of aldehydes with ketones under metal-free conditions". supporting information. p. 6484 - 6487. Retrieved 2015/11/16.
• 2、 Korsager, Signe,Nielsen, Dennis U.,Taaning, Rolf H.,Lindhardt, Anders T.,Skrydstrup, Troels. "Direct route to 1,3-diketones by palladium-catalyzed carbonylative coupling of aryl halides with acetylacetone". . p. 17687 - 17691. Retrieved 2014/01/17.