2-Hydroxy-5-nitrobenzene-1,3-dicarboxylic acid

Base Information

• Chemical Name: 2-Hydroxy-5-nitrobenzene-1,3-dicarboxylic acid
• CAS No.: 67294-53-5
• Molecular Formula: C8H5NO7
• Molecular Weight: 227.13
• DSSTox Substance ID: DTXSID50512507
• Nikkaji Number: J2.666.562K
• Wikidata: Q82371768
• Mol file: 67294-53-5.mol

Synonyms:2-Hydroxy-5-nitrobenzene-1,3-dicarboxylic acid;67294-53-5;SCHEMBL5971372;DTXSID50512507;5-nitro-2-hydroxyisophthalic acid;MLPKVXMBLCQDPZ-UHFFFAOYSA-N;MFCD30835768;AKOS027473626;2-Hydroxy-5-nitrobenzene-1,3-dicarboxylicacid;EN300-749058

Chemical Property of 2-Hydroxy-5-nitrobenzene-1,3-dicarboxylic acid

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 227.00660150
• Heavy Atom Count: 16
• Complexity: 299

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Hydroxy-5-nitrobenzene-1,3-dicarboxylic acid

There total 5 articles about 2-Hydroxy-5-nitrobenzene-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: 86.0%

2-hydroxyisophthalic acid (606-19-9) → 2-hydroxy-5-nitrobenzene-1,3-dicarboxylic acid (67294-53-5)

Guidance literature:

2-hydroxyisophthalic acid; With sulfuric acid; nitric acid; at 120 ℃;

at 20 - 35 ℃;

Reference yield: 72.0%

acetonedicarboxylic acid (542-05-2) + nitromalondialdehyde sodium salt (34461-00-2) → 2-hydroxy-5-nitrobenzene-1,3-dicarboxylic acid (67294-53-5)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 12h;

DOI:10.1002/poc.623

Reference yield:

3-methylsalicylic acid (83-40-9) → 2-hydroxy-5-nitrobenzene-1,3-dicarboxylic acid (67294-53-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide monohydrate; water; lead dioxide / Heating

2.1: sulfuric acid; nitric acid / 120 °C

2.2: 20 - 35 °C

With potassium hydroxide monohydrate; sulfuric acid; water; nitric acid; lead dioxide;

upstream raw materials:

acetonedicarboxylic acid

nitromalondialdehyde sodium salt

2-hydroxyisophthalic acid

3-methylsalicylic acid

Downstream raw materials:

2,6-bis(dimethylaminocarbonyl)-4-nitrophenol

4-amino-2,6-bis(dimethylaminocarbonyl)phenol