3-Nitrophthalic acid

Base Information

• Chemical Name: 3-Nitrophthalic acid
• CAS No.: 603-11-2
• Deprecated CAS: 46381-03-7
• Molecular Formula: C8H5NO6
• Molecular Weight: 211.131
• Hs Code.: 29173980
• European Community (EC) Number: 210-030-8
• NSC Number: 3120
• UNII: MC7W4GB97C
• DSSTox Substance ID: DTXSID9060528
• Nikkaji Number: J62.025D,J3.288.228E
• Wikidata: Q1490162
• Mol file: 603-11-2.mol

Synonyms:3-nitrophthalic acid

Chemical Property of 3-Nitrophthalic acid

Chemical Property:

• Appearance/Colour: pale yellow crystals
• Vapor Pressure: 1.45E-08mmHg at 25°C
• Melting Point: 210 °C (dec.)(lit.)
• Refractive Index: 1.5282 (estimate)
• Boiling Point: 441.3 °C at 760 mmHg
• PKA: pK1:1.88 (25°C)
• Flash Point: 199.4 °C
• PSA: 120.42000
• Density: 1.671 g/cm³
• LogP: 1.51440
• Storage Temp.: Refrigerator
• Solubility.: water: soluble5%, clear to slightly hazy, colorless to faint yel
• Water Solubility.: 20 g/L (25 ºC)
• XLogP3: 0.7
• 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:

99.0% min ^*data from raw suppliers

3-Nitrophthalic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36/39-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=CC(=C(C(=C1)[N+](=O)[O-])C(=O)O)C(=O)O
• Uses: 3-Nitrophthalic Acid is a useful chemical in organic synthesis. It is also an impurity of Apremilast. 3-Nitrophthalic acid may be used as starting reagent in the synthesis of modified 2-iodoxybenzoic acid derivatives. It may be used in the synthesis of brucinium 2-carboxy-6-nitrophthalate dihydrate (systematic name: 2,3-dimethoxy-10-oxostrychnidinium 2-carboxy-6-nitrophthalate dihydrate), via heating with brucine.

Technology Process of 3-Nitrophthalic acid

There total 79 articles about 3-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: 93.0%

dimethyl 3-nitrophthalate (13365-26-9) → 3-nitrophthalic acid (603-11-2)

Guidance literature:

With sodium hydroxide; In methanol; for 2h; Reflux;

DOI:10.1039/c5ra08733c

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: 56.0%

ammonium salt of 3-nitrophthalic acid → 3-nitrophthalic acid (603-11-2)

Guidance literature:

With hydrogenchloride; In water; pH=2;

upstream raw materials:

phthalic anhydride

7-nitro-3H-isobenzofuran-1-one

naphthalene

4-nitrophthalide

Downstream raw materials:

2-(methoxycarbonyl)-3-nitrobenzoic acid

dimethyl 3-nitrophthalate

methyl 2-carboxy-3-nitrobenzoate

3-nitrobenzene-1,2-dicarboxylate ester