Ethanone, 1-(4-hydroxy-3,5-dinitrophenyl)-

Base Information

• Chemical Name: Ethanone, 1-(4-hydroxy-3,5-dinitrophenyl)-
• CAS No.: 52129-61-0
• Molecular Formula: C8H6 N2 O6
• Molecular Weight: 226.145
• DSSTox Substance ID: DTXSID3068708
• Nikkaji Number: J422.596A
• Wikidata: Q81995473
• Mol file: 52129-61-0.mol

Synonyms:52129-61-0;Ethanone, 1-(4-hydroxy-3,5-dinitrophenyl)-;1-(4-hydroxy-3,5-dinitrophenyl)ethanone;4'-Hydroxy-3',5'-dinitroacetophenone;3',5'-dinitro-4'-hydroxyacetophenone;DTXSID3068708;SCHEMBL11799631;ETHANONE,1-(4-HYDROXY-3,5-DINITROPHENYL)-

Chemical Property of Ethanone, 1-(4-hydroxy-3,5-dinitrophenyl)-

Chemical Property:

• Vapor Pressure: 0.00602mmHg at 25°C
• Melting Point: 123.2–123.5°C
• Boiling Point: 264.2°Cat760mmHg
• Flash Point: 110.5°C
• PSA: 128.94000
• Density: 1.58g/cm³
• LogP: 2.45760
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 226.02258592
• Heavy Atom Count: 16
• Complexity: 296

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C(=C1)[N+](=O)[O-])O)[N+](=O)[O-]
• Uses: 4''-Hydroxy-3'',5''-dinitroacetophenone is useful in the synthesis of compounds which exhibit antimicrobial activity.

Technology Process of Ethanone, 1-(4-hydroxy-3,5-dinitrophenyl)-

There total 3 articles about Ethanone, 1-(4-hydroxy-3,5-dinitrophenyl)- 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: 90.0%

4-Hydroxyacetophenone (99-93-4) → 4-hydroxy-3,5-dinitroacetophenone (52129-61-0)

Guidance literature:

With trichloroisocyanuric acid; silica gel; sodium nitrite; at 20 ℃; for 0.25h;

DOI:10.1055/s-2003-42063

Reference yield:

4'-hydroxy-3'-nitroacetophenone (6322-56-1) → 4-hydroxy-3,5-dinitroacetophenone (52129-61-0)

Guidance literature:

With sulfuric acid; potassium nitrate;

DOI:10.1021/ja01554a055

Reference yield:

→ 4-hydroxy-3,5-dinitroacetophenone (52129-61-0)

Guidance literature:

entspr. Acetophenon, Nitrierung;

DOI:10.1021/ja01554a055

upstream raw materials:

4'-hydroxy-3'-nitroacetophenone

4-Hydroxyacetophenone

Downstream raw materials:

2-(4-acetyl-2,6-dinitro-phenoxy)-1-phenyl-ethanone

1,3-bis-benzoylamino-2-benzoyloxy-5-(1-hydroxy-ethyl)-benzene

N,N'-[2-hydroxy-5-(1-hydroxy-ethyl)-m-phenylene]-bis-benzamide

(2E)-1-(4-hydroxy-3,5-dinitrophenyl)-3-(4-methylphenyl)propenone

Refernces

Microwave induced improved synthesis of some novel substituted 1, 3-diarylpropenones and their antimicrobial activity

10.1155/2011/165047

The research discusses the microwave-assisted synthesis of novel substituted 1,3-diarylpropenones (chalcones) and their antimicrobial activity. The purpose of the study was to develop a more efficient and eco-friendly method for synthesizing these compounds, which are known for their wide range of pharmacological activities, including antibacterial and antifungal properties. The researchers used 4-hydroxy-3,5-dinitroacetophenone and various substituted aromatic aldehydes as starting materials, along with montmorrilonite K10 as a catalyst and solid support under microwave irradiation. The method offered improved yields, faster reaction rates, and milder conditions compared to conventional methods. The synthesized compounds were then screened for their antibacterial activity against Escherichia coli and Staphylococcus aureus, and antifungal activity against Alternaria alternate. The results showed that all compounds exhibited activity against the tested microorganisms, with some showing marked inhibition, particularly compounds 3a, 3c, 3d, 3f, and 3g in antibacterial activity, and compounds 3d and 3g in antifungal activity. The study concluded that the microwave-induced method is an effective approach for the synthesis of these potentially useful antimicrobial agents.