3,5-Dinitrobenzoic acid

Base Information

• Chemical Name: 3,5-Dinitrobenzoic acid
• CAS No.: 99-34-3
• Deprecated CAS: 64582-71-4,73881-46-6,73881-46-6
• Molecular Formula: C7H4N2O6
• Molecular Weight: 212.119
• Hs Code.: 29163900
• European Community (EC) Number: 202-751-1,695-040-4
• NSC Number: 8732
• UNII: 4V3F9Q018P
• DSSTox Substance ID: DTXSID7059195
• Nikkaji Number: J401.383B,J62.022J
• Wikipedia: 3,5-Dinitrobenzoic_acid
• Wikidata: Q223027
• Metabolomics Workbench ID: 66714
• ChEMBL ID: CHEMBL118713
• Mol file: 99-34-3.mol

Synonyms:3,5-dinitrobenzoate;3,5-dinitrobenzoic acid;3,5-dinitrobenzoic acid, silver salt;4-carboxy-2,6-dinitrophenyl

Chemical Property of 3,5-Dinitrobenzoic acid

Chemical Property:

• Appearance/Colour: white or off-white solid
• Vapor Pressure: 5.79E-07mmHg at 25°C
• Melting Point: 204-206 °C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 395.5 °C at 760 mmHg
• PKA: pK1:2.85 (25°C)
• Flash Point: 179.2 °C
• PSA: 128.94000
• Density: 1.688 g/cm³
• LogP: 2.24760
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: ethanol: soluble0.5g/10 mL, clear, yellow to very deep greenish-
• Water Solubility.: 1350 mg/L (25 ºC)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 212.00693585
• Heavy Atom Count: 15
• Complexity: 271

Purity/Quality:

99.0% min ^*data from raw suppliers

3,5-Dinitrobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F
• Hazard Codes: Xn,F
• Statements: 22-36/37/38-68-11
• Safety Statements: 26-36/37/39-16

MSDS Files:

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])C(=O)O
• Uses: 3,5-nitrobenzoic acid is an important intermediate for organic synthesis, in the pharmaceutical industry for the synthesis sulfachrysoidine and for the detection of ampicillin. 3,5-Dinitrobenzoic acid, is used as a reagent used in the derivatization of resins and the determination of ampicillin.

Technology Process of 3,5-Dinitrobenzoic acid

There total 113 articles about 3,5-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: 92.0%

4-methoxybenzoic 3,5-dinitrobenzoic anhydride (79239-16-0) + N-butylamine (109-73-9,85404-21-3) → 3,5-dinitrobenzoic acid (99-34-3) + N-butyl-3,5-dinitrobenzamide (2782-41-4) + N-butyl-p-methoxybenzamide (2280-99-1) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

In 1,2-dichloro-ethane; at 75 ℃; for 20h;

DOI:10.1039/P29830001301

Reference yield: 20.0%

bis-(3,5-dinitro-benzoyl)-peroxide (15866-24-7) + tetrakis-(4-methoxy-phenyl)-ethanone (19920-04-8) → tris(4-methoxyphenyl)methanol (3010-81-9) + 3,5-dinitrobenzoic acid (99-34-3) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

In 1,2-dichloro-ethane; at 50 ℃; for 24h; Product distribution; Mechanism; further times, temperatures; further products;

DOI:10.1039/P29830001301

Reference yield:

bis-(3,5-dinitro-benzoyl)-peroxide (15866-24-7) + tetrakis-(4-methoxy-phenyl)-ethanone (19920-04-8) + N-butylamine (109-73-9,85404-21-3) → 3,5-dinitrobenzoic acid (99-34-3) + N-butyl-3,5-dinitrobenzamide (2782-41-4) + N-butyl-p-methoxybenzamide (2280-99-1) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

Product distribution; Mechanism; 1) 1,2-dichloroethane, 75 deg C, 20 h; 2) 1,2-dichloroethane, 0 to 25 deg C, 35 min;

DOI:10.1039/P29830001301

upstream raw materials:

2,4-dinitronaphthalene

3,5-dinitrotoluene

1,2,6,8-tetranitronaphthalene

1-ethyl-3,5-dinitro-benzene

Downstream raw materials:

3,5-dinitro-benzoic acid tetrahydropyran-2-yl ester

3-(3,5-dinitro-benzoyl)-2,6-dimethyl-pyran-4-one

3,5-dinitro-benzoic acid-(1-methyl-1-phenyl-prop-2-ynyl ester)

3,5-dinitrobenzonitrile

Refernces

• 1、 -. "Preparation method of 3,5-dinitrobenzoic acid". Paragraph 0037-0048. . Retrieved 2021/11/10.
• 2、 Shin, Young-Hee,Kang, Ji-Sun,Um, Ik-Hwan. "Alkaline Hydrolysis of 4-Nitrophenyl X-Substituted-Benzoates Revisited: New Insights from Yukawa–Tsuno Equation". . p. 2062 - 2065. Retrieved 2016/12/16.