4-Chloro-3,5-dinitrobenzoic acid

Base Information

• Chemical Name: 4-Chloro-3,5-dinitrobenzoic acid
• CAS No.: 118-97-8
• Molecular Formula: C7H3ClN2O6
• Molecular Weight: 246.564
• Hs Code.: 2916.39 DERIVATION
• European Community (EC) Number: 204-290-1
• NSC Number: 76583
• DSSTox Substance ID: DTXSID2059481
• Nikkaji Number: J374.727A,J26.925E
• Wikidata: Q72449660
• Mol file: 118-97-8.mol

Synonyms:4-chloro-3,5-dinitrobenzoate

Chemical Property of 4-Chloro-3,5-dinitrobenzoic acid

Chemical Property:

• Appearance/Colour: yellow crystals
• Vapor Pressure: 6.73E-08mmHg at 25°C
• Melting Point: 159-162 °C
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 422.7 °C at 760 mmHg
• PKA: 2?+-.0.10(Predicted)
• Flash Point: 209.4 °C
• PSA: 128.94000
• Density: 1.791 g/cm³
• LogP: 2.90100
• Storage Temp.: Store at +15°C to +25°C.
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 245.9679635
• Heavy Atom Count: 16
• Complexity: 300

Purity/Quality:

99.0% min ^*data from raw suppliers

4-Chloro-3- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,E
• Statements: 38-36/37/38-36/38-2
• Safety Statements: 28-24/25-22-35-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4-Chloro-3,5-dinitrobenzoic acid

There total 17 articles about 4-Chloro-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: 91.0%

isobutyl 3,5-diethynyl-4-chlorobenzoate → 4-chloro-3,5-dinitrobenzoic acid (118-97-8)

Guidance literature:

With sulfuric acid; potassium nitrate; at 40 - 140 ℃; for 5h;

DOI:10.1021/jo500582c

Reference yield: 89.6%

para-chlorobenzoic acid (74-11-3) → 4-chloro-3,5-dinitrobenzoic acid (118-97-8)

Guidance literature:

With sulfuric acid; sulfur trioxide; nitric acid; 1.) 25-30 deg C, 2.) 85 deg C, 3.) 95 deg C, 4.5 h;

DOI:10.1021/jo00155a025

Reference yield: 75.0%

4-chloro-3,5-dinitro-benzaldehyde (59893-50-4) → 4-chloro-3,5-dinitrobenzoic acid (118-97-8)

Guidance literature:

With copper(II) oxide; dihydrogen peroxide; In acetonitrile; at 60 ℃; for 3.5h; Green chemistry;

DOI:10.1039/c4ra01683a

upstream raw materials:

4-amino-3,5-dinitrobenzoic acid

4-chloro-3-nitrobenzoate

para-chlorobenzoic acid

bis(4'-chlorophenyl)acetic acid

Downstream raw materials:

3,5-dinitro-4-piperidino-benzoic acid

4-dipropylamino-3,5-dinitrobenzoic acid

4-diethylamino-3,5-dinitro-benzoic acid

3,5-dinitrobenzoic acid

Refernces

• 1、 Diopoh,Olomucki. "New protein reagents. II. 4-chloro-3,5-dinitrophenacyl bromide.". . p. 220 - 225. Retrieved 1972.
• 2、 Aerschot, Arthur Van,Gadakh, Bharat,Lescrinier, Eveline,Nautiyal, Manesh,Pang, Luping,Rozenski, Jef,Strelkov, Sergei V.,Weeks, Stephen D.,Zhang, Baole,de Graef, Steff. "Synthesis and biological evaluation of 1,3-dideazapurine-like 7-amino-5-hydroxymethyl-benzimidazole ribonucleoside analogues as aminoacyl-tRNA synthetase inhibitors". . . Retrieved 2020/10/27.
• 3、 -. "A 1,4-bis (2,6-dinitro-4-carboxylic acid phenoxy) benzene synthetic method (by machine translation)". Paragraph 0008. . Retrieved 2016/10/10.