4-Nitrophthalic acid

Base Information

• Chemical Name: 4-Nitrophthalic acid
• CAS No.: 610-27-5
• Molecular Formula: C8H5NO6
• Molecular Weight: 211.131
• Hs Code.: 29173980
• European Community (EC) Number: 210-215-3
• NSC Number: 5395
• UNII: KGN4549BTD
• DSSTox Substance ID: DTXSID8060581
• Nikkaji Number: J27.655C
• Wikidata: Q72495918
• ChEMBL ID: CHEMBL2179898
• Mol file: 610-27-5.mol

Synonyms:4-nitrobenzene-1,2-dicarboxylic acid;4-nitrobenzene-1,2-dicarboxylate;5-Nitrophthalic acid;Phthalic acid, 4-nitro-;1,2-Benzenedicarboxylic acid, 4-nitro-;4-Nitrophthalic acid (4-NPA);p-Nitro Phthalic Acid;

Chemical Property of 4-Nitrophthalic acid

Chemical Property:

• Appearance/Colour: Light-beige solid
• Vapor Pressure: 3.09E-09mmHg at 25°C
• Melting Point: 159-161 °C(lit.)
• Refractive Index: 1.5282 (estimate)
• Boiling Point: 459.5 °C at 760 mmHg
• PKA: pK1:2.11 (25°C)
• Flash Point: 207.6 °C
• PSA: 120.42000
• Density: 1.671 g/cm³
• LogP: 1.51440
• Storage Temp.: -20°C Freezer
• Solubility.: 880g/l
• Water Solubility.: 880 g/l at 20 °C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 211.01168688
• Heavy Atom Count: 15
• Complexity: 296

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrophthalic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)O)C(=O)O
• Uses: 4-Nitrophthalic Acid is an impurity of Apremilast.

Technology Process of 4-Nitrophthalic acid

There total 66 articles about 4-Nitrophthalic 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: 80.0%

phthalic anhydride (85-44-9) → 4-nitrophthalic acid (610-27-5) + 3-nitrophthalic acid (603-11-2)

Guidance literature:

With sulfuric acid; nitric acid; at 80 - 110 ℃;

Reference yield: 50.0%

4-nitro-o-xylene (99-51-4,34527-23-6,156617-88-8) → 4-nitrophthalic acid (610-27-5)

Guidance literature:

With potassium permanganate; In water; at 20 ℃; for 12h; Sonication;

DOI:10.1002/anie.201906514

Reference yield:

phthalic anhydride (85-44-9) → 4-nitrophthalic acid (610-27-5)

Guidance literature:

With sulfuric acid; nitric acid;

DOI:10.1039/jr9310000079

upstream raw materials:

phthalic anhydride

5-nitroisoindoline

5-nitro-3H-isobenzofuran-1-one

6-nitrotetralin

Downstream raw materials:

4-chlorophthalic acid

4-nitrophthalic anhydride

6-nitro-2,3-dihydrophthalazine-1,4-dione

2-bromo-4-nitrobenzoic acid

Refernces

• 1、 Todorovic, Mihajlo,Schwab, Katerina D.,Zeisler, Jutta,Zhang, Chengcheng,Bénard, Francois,Perrin, David M.. "Fluorescent Isoindole Crosslink (FlICk) Chemistry: A Rapid, User-friendly Stapling Reaction". supporting information. p. 14120 - 14124. Retrieved 2019/07/31.
• 2、 Patil, Rajendra D.,Sasson, Yoel. "Naphthalenes Oxidation by Aqueous Sodium Hypochlorite Catalyzed by Ruthenium Salts under Phase-Transfer Catalytic Conditions". . p. 991 - 997. Retrieved 2016/04/20.