4,6-Dinitrobenzene-1,3-dicarboxylic acid

Base Information

• Chemical Name: 4,6-Dinitrobenzene-1,3-dicarboxylic acid
• CAS No.: 1872-40-8
• Molecular Formula: C8H4 N2 O8
• Molecular Weight: 256.128
• Hs Code.: 2917399090
• DSSTox Substance ID: DTXSID30372747
• Nikkaji Number: J2.292.919D
• Wikidata: Q82160610
• Mol file: 1872-40-8.mol

Synonyms:1872-40-8;4,6-dinitrobenzene-1,3-dicarboxylic acid;4,6-Dinitro-1,3-benzenedicarboxylic acid;4,6-Dinitroisophthalic acid;1,3-Benzenedicarboxylicacid, 4,6-dinitro-;1,3-Benzenedicarboxylic acid, 4,6-dinitro-;DTXSID30372747;MFCD00451467;STK391537;AKOS003242200;4,6-DINITRO-1,3-BENZENEDICARBOXYLICACID

Chemical Property of 4,6-Dinitrobenzene-1,3-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 2.28E-12mmHg at 25°C
• Refractive Index: 1.696
• Boiling Point: 537.1°Cat760mmHg
• Flash Point: 237.4°C
• PSA: 166.24000
• Density: 1.853g/cm³
• LogP: 1.94580
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 255.99676509
• Heavy Atom Count: 18
• Complexity: 361

Purity/Quality:

97% ^*data from raw suppliers

4,6-DINITRO-1,3-BENZENEDICARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1C(=O)O)[N+](=O)[O-])[N+](=O)[O-])C(=O)O

Technology Process of 4,6-Dinitrobenzene-1,3-dicarboxylic acid

There total 7 articles about 4,6-Dinitrobenzene-1,3-dicarboxylic 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: 70.0%

4,6-dinitro-m-xylene (616-72-8) → 4,6-dinitrobenzene-1,3-dioic acid (1872-40-8)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; at 10 - 20 ℃;

DOI:10.1021/ol0526322

Reference yield: 51.0%

4,6-dinitro-m-xylene (616-72-8) → 4,6-dinitrobenzene-1,3-dioic acid (1872-40-8) + 5-methyl-2,4-dinitrobenzoic acid (1723-15-5)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; at -10 - 20 ℃; for 5h;

DOI:10.1021/ol061913m

Reference yield:

2,4-dimethylnitrobenzene (89-87-2,156617-89-9,37551-97-6) → 4,6-dinitrobenzene-1,3-dioic acid (1872-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / HNO₃; H₂SO₄ / H₂O / 1 h

2: 70 percent / CrO₃; H₂SO₄ / 10 - 20 °C

With chromium(VI) oxide; sulfuric acid; nitric acid; In water;

DOI:10.1021/ol0526322

upstream raw materials:

4,6-dinitro-m-xylene

5-isopropyl-2,4-dinitro-benzoic acid

1,3-diisopropyl-4,6-dinitrobenzene

nitric acid

Downstream raw materials:

(4,6-dinitro-1,3-phenylene)bis(phenylmethanone)

C₅₁H₇₇F₃N₄O₁₀

C₅₁H₇₇F₃N₄O₁₄

C₄₉H₇₈N₄O₉

Refernces

• 1、 Xu, Zhen,Yang, Hongwei,Cheng, Guangbin. "Studies on the synthesis and properties of polynitro compounds based on esteryl backbones". . p. 9936 - 9944. Retrieved 2016/12/07.
• 2、 Havlik, Martin,Kral, Vladimir,Dolensky, Bohumil. "Overcoming regioselectivity issues inherent in bis-Troeger's base preparation". . p. 4867 - 4870. Retrieved 2007/10/03.