3-Nitrophthalic anhydride

Base Information

• Chemical Name: 3-Nitrophthalic anhydride
• CAS No.: 641-70-3
• Molecular Formula: C8H3NO5
• Molecular Weight: 193.116
• Hs Code.: 29173980
• European Community (EC) Number: 211-373-6
• NSC Number: 27006,4134
• UNII: X2BXS9KCY2
• DSSTox Substance ID: DTXSID0060939
• Nikkaji Number: J3.016C
• Wikidata: Q72495921
• ChEMBL ID: CHEMBL2057876
• Mol file: 641-70-3.mol

Synonyms:3-nitrophthalic anhydride

Chemical Property of 3-Nitrophthalic anhydride

Chemical Property:

• Appearance/Colour: beige to yellow crystalline powder
• Melting Point: 163-165 °C(lit.)
• Refractive Index: 1.4700 (estimate)
• Boiling Point: 411.8 °C at 760 mmHg
• Flash Point: 227.5 °C
• PSA: 89.19000
• Density: 1.687 g/cm³
• LogP: 1.42860
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• Water Solubility.: MAY DECOMPOSE
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 193.00112220
• Heavy Atom Count: 14
• Complexity: 307

Purity/Quality:

98% ^*data from raw suppliers

3-Nitrophthalic anhydride ^*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

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Acid Anhydrides, Cyclic
• Canonical SMILES: C1=CC2=C(C(=C1)[N+](=O)[O-])C(=O)OC2=O
• Uses: An intermediate for the synthesis of a benzimidazole PARP inhibitor I (succinate salt) (ABT-472). Reactions with aminoquinazolinones yield phthalimidoquinazolinones. 4-Nitrophthalic Anhydride is an intermediate for the synthesis of the benzimidazole PARP inhibitor I, ABT-472. It reacts with aminoquinazolinones to yield phthalimidoquinazolinones.

Technology Process of 3-Nitrophthalic anhydride

There total 7 articles about 3-Nitrophthalic anhydride 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: 98.9%

3-nitrophthalic acid (603-11-2) → 3-nitrophthalic acid anhydride (641-70-3)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In cyclohexane; at 5 - 10 ℃; for 3.83333h; Time; Reagent/catalyst; Solvent; Temperature; Reflux;

Reference yield: 77.0%

benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) → 3-nitrophthalic acid anhydride (641-70-3)

Guidance literature:

nitration reaction;

DOI:10.1016/0223-5234(87)90054-7

Reference yield:

3-nitrophthalic acid (603-11-2) + acetic anhydride (108-24-7) → 3-nitrophthalic acid anhydride (641-70-3)

Guidance literature:

at 115 - 120 ℃; for 3h;

upstream raw materials:

3-nitrophthalic acid

benzene-1,2-dicarboxylic acid

naphthalene

phthalic anhydride

Downstream raw materials:

1-(2,3-dicarboxy-phenyl)-pyridinium betaine

2-(methoxycarbonyl)-3-nitrobenzoic acid

methyl 2-carboxy-3-nitrobenzoate

3-nitro-phthalic acid-2-propyl ester