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:

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

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

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

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

Refernces

• 1、 Zolfigol, Mohammad Ali,Madrakian, Elaheh,Ghaemi, Ezat. "Trichloroisocyanuric Acid/NaNO2/wet SiO2 as an Efficient System for the Selective Dinitration of Phenols under Solvent-free Conditions". . p. 2222 - 2224. Retrieved 2007/10/03.
• 2、 Iranpoor,Firouzabadi,Heydari. "Silica-polyethyleneglycols/N2O4 complexes as heterogeneous nitrating and nitrosating agents". . p. 1027 - 1035. Retrieved 2007/10/03.