1H-Isoindole-1,3(2H)-dione, 2-methyl-4-nitro-

Base Information

• Chemical Name: 1H-Isoindole-1,3(2H)-dione, 2-methyl-4-nitro-
• CAS No.: 2593-81-9
• Molecular Formula: C9H6 N2 O4
• Molecular Weight: 206.158
• Hs Code.: 2925190090
• NSC Number: 58516
• UNII: 8E823T5LR9
• DSSTox Substance ID: DTXSID1062544
• Nikkaji Number: J421.624E
• Wikidata: Q81990098
• Mol file: 2593-81-9.mol

Synonyms:2593-81-9;2-methyl-4-nitroisoindoline-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-methyl-4-nitro-;N-Methyl-3-nitrophthalimide;2-methyl-4-nitroisoindole-1,3-dione;2-methyl-4-nitro-1h-isoindole-1,3(2h)-dione;3-Nitro-N-methylphthalimide;AI3-28687;NSC 58516;NSC-58516;2-methyl-4-nitro-2,3-dihydro-1H-isoindole-1,3-dione;NSC58516;3-nitro-N-methylphthal-imide;SCHEMBL516272;DTXSID1062544;Phthalimide, N-methyl-3-nitro-;8E823T5LR9;1H-Isoindole-1, 2-methyl-4-nitro-;AKOS003272998

Chemical Property of 1H-Isoindole-1,3(2H)-dione, 2-methyl-4-nitro-

Chemical Property:

• Vapor Pressure: 9.11E-06mmHg at 25°C
• Boiling Point: 373.2°Cat760mmHg
• Flash Point: 179.5°C
• PSA: 83.20000
• Density: 1.533g/cm³
• LogP: 1.28170
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 206.03275668
• Heavy Atom Count: 15
• Complexity: 336

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C2=C(C1=O)C(=CC=C2)[N+](=O)[O-]

Technology Process of 1H-Isoindole-1,3(2H)-dione, 2-methyl-4-nitro-

There total 5 articles about 1H-Isoindole-1,3(2H)-dione, 2-methyl-4-nitro- 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: 88.0%

4-nitro-1H-isoindole-1,3(2H)-dione (603-62-3) + methyl iodide (74-88-4) → N-methyl-3-nitrophthalimide (2593-81-9)

Guidance literature:

With potassium fluoride on basic alumina; In 2-methyltetrahydrofuran; for 4h; chemoselective reaction; Inert atmosphere; Reflux;

DOI:10.1039/c0gc00113a

Reference yield:

N-methylphthalimide (550-44-7) → N-methyl-3-nitrophthalimide (2593-81-9) + 4-nitro-N-methyl-phthalimide (41663-84-7)

Guidance literature:

With nitric acid; Sulfate; zirconium(IV) oxide; In tetrachloromethane; at 20 ℃; for 17h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1007/BF00957872

Reference yield:

potassium 3-nitrophthalimide (5329-95-3) + methyl iodide (74-88-4) → N-methyl-3-nitrophthalimide (2593-81-9)

Guidance literature:

at 120 - 200 ℃;

upstream raw materials:

3-nitrophthalic acid

methylamine

potassium 3-nitrophthalimide

methyl iodide

Downstream raw materials:

4-amino-2-methyl-1H-isoindole-1,3(2H)-dione

2-<(2,3-Dihydro-2-methyl-1,3-dioxo-1H-isoindol-4-yl)oxy>benzoic Acid

4-amino-2,3-dihydro-2-methyl-1H-isoindole

2-methyl-4-(phenylmethylthio)-1H-isoindole-1,3-(2H)-dione