3,4-Dinitrobenzoic acid

Base Information

• Chemical Name: 3,4-Dinitrobenzoic acid
• CAS No.: 528-45-0
• Molecular Formula: C7H4N2O6
• Molecular Weight: 212.119
• Hs Code.: 29163990
• European Community (EC) Number: 208-433-9
• NSC Number: 60713
• UNII: 0L3N4T0GPD
• DSSTox Substance ID: DTXSID1060180
• Nikkaji Number: J134.820E,J886.773I
• Wikidata: Q27236926
• ChEMBL ID: CHEMBL1882824
• Mol file: 528-45-0.mol

Synonyms:3,4-DINITROBENZOIC ACID;528-45-0;Benzoic acid, 3,4-dinitro-;CCRIS 3128;3,4-Dinitrobenzioc acid;EINECS 208-433-9;MFCD00007255;NSC 60713;UNII-0L3N4T0GPD;BRN 2055333;0L3N4T0GPD;MLS002693298;NSC-60713;4-09-00-01242 (Beilstein Handbook Reference);3,4-dinitrobenzoate;SCHEMBL504055;CHEMBL1882824;DTXSID1060180;HMS3094E19;NSC60713;STR05213;AKOS015889640;3,4-DINITROBENZOIC ACID [MI];SB10518;AC-26045;BP-10579;LS-37274;SMR001559255;SY002679;3,4-Dinitrobenzoic acid, analytical standard;D0823;FT-0614389;A20328;AE-562/43460137;W-105792;Q27236926

Chemical Property of 3,4-Dinitrobenzoic acid

Chemical Property:

• Appearance/Colour: yellowish crystals or crystalline powder
• Vapor Pressure: 3.2E-09mmHg at 25°C
• Melting Point: 163-166 °C
• Refractive Index: 1.658
• Boiling Point: 459 °C at 760 mmHg
• PKA: pK1:2.82 (25°C)
• Flash Point: 208.4 °C
• PSA: 128.94000
• Density: 1.688 g/cm³
• LogP: 2.24760
• Water Solubility.: 6.7g/L(25 oC)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 212.00693585
• Heavy Atom Count: 15
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dinitrobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)[N+](=O)[O-])[N+](=O)[O-]
• Uses: 3,4-Dinitrobenzoic Acid, is used for the synthesis of more complex compounds such as metabolites of Brimonidine (B677520). It is also a specific substrate of glutathione S-transferase (GST), that can be used for the enzyme imaging and studies. It is an important corrosion inhibitor and is also used in photography.

Technology Process of 3,4-Dinitrobenzoic acid

There total 12 articles about 3,4-Dinitrobenzoic 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: 97.6%

3,4-Dinitrotoluene (610-39-9) → 3,4-dinitrobenzoic acid (528-45-0)

Guidance literature:

With oxygen; ozone; acetic acid; cobalt(II) acetate; at 100 ℃;

DOI:10.1134/S1070427208030348

Reference yield: 94.0%

2,4-dinitrobenzaldehyde (35998-98-2) → 3,4-dinitrobenzoic acid (528-45-0)

Guidance literature:

With dihydrogen peroxide; for 0.0416667h; Microwave irradiation;

DOI:10.2298/JSC100920135S

Reference yield:

4-nitro-benzoic acid (62-23-7) → 3,4-dinitrobenzoic acid (528-45-0) + 2,4-dinitrobenzoic acid (610-30-0)

Guidance literature:

With sulfuric acid; nitric acid;

upstream raw materials:

3,4-Dinitrotoluene

4-methyl-2-nitro-1-nitrosobenzene

2,4,7-Trinitrofluorenone

4-nitro-benzoic acid

Downstream raw materials:

4-methoxy-3-nitrobenzoic acid

3,4-dinitro-benzoic acid ethyl ester

3,4-dinitrobenzoyl chloride

4-(N'-acetyl-hydrazino)-3-nitro-benzoic acid

Refernces

• 1、 Matic, Mirela,Denegri, Bernard,Kronja, Olga. "Method for estimating SN1 rate constants: Solvolytic reactivity of benzoates". supporting information. p. 8986 - 8998,13. Retrieved 2012/12/12.
• 2、 Dobrodei,El'tsov. "6-Lithioquinoxalines and Their Transformations". . p. 620 - 629. Retrieved 2007/10/03.