4-nitroperoxybenzoic acid

Base Information

• Chemical Name: 4-nitroperoxybenzoic acid
• CAS No.: 943-39-5
• Molecular Formula: C7H5 N O5
• Molecular Weight: 183.12
• Hs Code.: 2918300090
• European Community (EC) Number: 213-401-2
• NSC Number: 68056
• UNII: Z949X35PL0
• DSSTox Substance ID: DTXSID4041523
• Nikkaji Number: J53.735G
• Wikidata: Q27295168
• Mol file: 943-39-5.mol

Synonyms:Peroxybenzoicacid, p-nitro- (6CI,7CI,8CI); 4-Nitroperbenzoic acid; 4-Nitroperoxybenzoicacid; NSC 68056; p-Nitroperbenzoic acid; p-Nitroperoxybenzoic acid

Chemical Property of 4-nitroperoxybenzoic acid

Chemical Property:

• Vapor Pressure: 1.69E-06mmHg at 25°C
• Melting Point: 138°C
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 381.4°Cat760mmHg
• PKA: 6.71±0.40(Predicted)
• Flash Point: 184.5°C
• PSA: 92.35000
• Density: 1.523g/cm³
• LogP: 1.74780
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 183.01677226
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=CC(=CC=C1C(=O)OO)[N+](=O)[O-]

Technology Process of 4-nitroperoxybenzoic acid

There total 13 articles about 4-nitroperoxybenzoic acid 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: 94.0%

4-nitro-benzoic acid (62-23-7) → 4-nitroperbenzoic acid (943-39-5)

Guidance literature:

With methanesulfonic acid; dihydrogen peroxide; In water;

DOI:10.1002/chem.201502989

Reference yield: 66.0%

4-nitro-benzoyl chloride (122-04-3) → 4-nitroperbenzoic acid (943-39-5)

Guidance literature:

4-nitro-benzoyl chloride; With methanesulfonic acid; at 50 ℃; for 0.5h;

With dihydrogen peroxide; for 0.666667h; Cooling with ice;

DOI:10.1002/anie.201707086

Reference yield:

4-Nitro-benzoic acid 2-fluoro-ethyl ester (22775-46-8) → 4-nitroperbenzoic acid (943-39-5) + 2-fluoroethanol (371-62-0) + 4-nitro-benzoic acid (62-23-7)

Guidance literature:

With phosphate buffer; dihydrogen peroxide; In water; at 30 ℃; pH=6.0; Further Variations:; pH-values; Solvents; Kinetics;

DOI:10.1016/j.bioorg.2003.09.003

upstream raw materials:

p-nitrobenzoyl peroxide

sodium ethanolate

4-nitro-benzoyl chloride

p-Nitrobenzoyldiethylphosphat

Downstream raw materials:

cyclohexane-1,2-epoxide

4-hydroxymethyl-4-(4-nitro-benzoyloxy)-3-phenyl-oxazolidin-2-one

p-methoxybenzoyl p-nitrobenzoyl peroxide

C₁₄H₁₇NO₆

Refernces

• 1、 Curci et al.. "". . p. 1235,1238. Retrieved 1966.
• 2、 Mayer, Robert J.,Tokuyasu, Takahiro,Mayer, Peter,Gomar, Jér?me,Sabelle, Stéphane,Mennucci, Benedetta,Mayr, Herbert,Ofial, Armin R.. "Solvation Accounts for the Counterintuitive Nucleophilicity Ordering of Peroxide Anions". supporting information. p. 13279 - 13282. Retrieved 2017/10/17.
• 3、 Harman, David G.,Ramachandran, Aravind,Gracanin, Michelle,Blanksby, Stephen J.. "The loss of carbon dioxide from activated perbenzoate anions in the gas phase: Unimolecular rearrangement via epoxidation of the benzene ring". . p. 7996 - 8005. Retrieved 2007/10/03.