p-Nitrobenzoic acid

Base Information

• Chemical Name: p-Nitrobenzoic acid
• CAS No.: 62-23-7
• Deprecated CAS: 29788-29-2
• Molecular Formula: C7H5NO4
• Molecular Weight: 167.121
• Hs Code.: 2916.39 Oral rat LD50: 1960 mg/Kg
• European Community (EC) Number: 200-526-2
• ICSC Number: 1684
• NSC Number: 7707
• UNII: G83NWR61OW
• DSSTox Substance ID: DTXSID3020966
• Nikkaji Number: J485.889A,J2.346I
• Wikipedia: 4-Nitrobenzoic_acid
• Wikidata: Q2823227
• Metabolomics Workbench ID: 66939
• ChEMBL ID: CHEMBL101263
• Mol file: 62-23-7.mol

Synonyms:Benzoicacid, p-nitro- (8CI);4-Nitrobenzoic acid;Nitrodracylic acid;p-Carboxynitrobenzene;p-Nitrobenzenecarboxylic acid;

Chemical Property of p-Nitrobenzoic acid

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 8.78E-06mmHg at 25°C
• Melting Point: 237-240 °C(lit.)
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 359.1 °C at 760 mmHg
• PKA: 3.41(at 25℃)
• Flash Point: 166.5 °C
• PSA: 83.12000
• Density: 1.468 g/cm³
• LogP: 1.81620
• Storage Temp.: Store below +30°C.
• Solubility.: 0.42g/l
• Water Solubility.: <0.1 g/100 mL at 26℃
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 167.02185764
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99.5% ^*data from raw suppliers

4-Nitrobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41-36
• Safety Statements: 26-39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=CC(=CC=C1C(=O)O)[N+](=O)[O-]
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is irritating to the eyes, respiratory tract and skin.
• Effects of Long Term Exposure: Animal tests show that this substance possibly causes toxicity to human reproduction or development.
• Uses: 4-Nitrobenzoic Acid is used in the synthesis of anti-Trypanosoma cruzi agents in the treatment of chagas disease.

Technology Process of p-Nitrobenzoic acid

There total 794 articles about p-Nitrobenzoic 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: 98.0%

4-methyl-N'-(1-(4-nitrophenyl)ethylidene)benzenesulfonohydrazide (41780-82-9) → (4-nitrophenyl)ethanone (100-19-6) + 4-nitro-benzoic acid (62-23-7)

Guidance literature:

With silica-supported selenamide; dihydrogen peroxide; In tert-butyl alcohol; at 55 ℃; for 20h;

Reference yield: 74.0%

4-ethylnitrobenzene (100-12-9,94234-68-1,34527-20-3) → (4-nitrophenyl)ethanone (100-19-6) + 4-nitro-benzoic acid (62-23-7)

Guidance literature:

With chromium(VI) oxide; periodic acid; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/ol991175k

Reference yield: 70.0%

4-nitrobenzaldehdye (555-16-8) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-nitro-benzoic acid (62-23-7)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; boric acid; In tetrahydrofuran; water; at 60 ℃; for 48h;

DOI:10.1080/00397919908086017

upstream raw materials:

pyridine

p-nitrobenzoyl peroxide

phenyl benzyl ketone

4-nitrobenzyl chloride

Downstream raw materials:

4-(ethylamino)benzoic acid

N-hydroxy-N-(1,1-dimethylethyl)-4-nitrobenzamide

p-nitrobenzoic anhydride

p-(acetylamino)benzoic acid

Refernces

• 1、 Kuszmann Janos. "1,4-DIAMINO-1,4-DIDEOXY-D-GALACTITOL AND 1,5-DIAMINO-1,5-DIDEOXY-L-ALTRITOL". . p. 25 - 38. Retrieved 1986.
• 2、 Deyrup et al.. "". . p. 1467. Retrieved 1969.
• 3、 Beddoe, Rhydian H.,Edwards, Daniel C.,Goodman, Louis,Sneddon, Helen F.,Denton, Ross M.. "Synthesis of 18O-labelled alcohols from unlabelled alcohols". . p. 6480 - 6483. Retrieved 2020.
• 4、 Yang,Cao,Kabalka. "Sodium percarbonate: A convenient reagent for the thermal and sonic oxidative cleavage of α-haloketones". . p. 3695 - 3699. Retrieved 1995.
• 5、 Chang,Kim. "Novel rearrangement of 4-aroyloxy-3-bromomethyl-2-isoxazolines to 3-aroyloxymethylisoxazoles and a mechanistic study". . p. 8499 - 8503. Retrieved 2000.
• 6、 Fu, Qiang,Liang, Fu-Shun,Lou, Da-Wei,Pan, Gao-Feng,Wang, Rui,Wu, Min,Xie, Kai-Jun. "Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process". supporting information. p. 2020 - 2024. Retrieved 2022/03/31.
• 7、 Reddy, K. Paul,Meerakrishna,Shanmugam,Satpati, Biswarup,Murugadoss. "Rapid gram-scale synthesis of Au/chitosan nanoparticles catalysts using solid mortar grinding". . p. 438 - 446. Retrieved 2021/01/11.