1H-Isoindole-1,3(2H)-dione, 2-(4-ethylphenyl)-

Base Information

• Chemical Name: 1H-Isoindole-1,3(2H)-dione, 2-(4-ethylphenyl)-
• CAS No.: 83665-33-2
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• DSSTox Substance ID: DTXSID00385304
• Nikkaji Number: J2.125.677C
• Wikidata: Q82178003
• ChEMBL ID: CHEMBL79349
• Mol file: 83665-33-2.mol

Synonyms:83665-33-2;2-(4-Ethylphenyl)isoindoline-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-(4-ethylphenyl)-;STK369025;Oprea1_446270;N-(4-Ethylphenyl)phthalimide;CHEMBL79349;SCHEMBL13412864;DTXSID00385304;AKOS005444690;2-(4-ethylphenyl)-1H-isoindole-1,3(2H)-dione;2-(4-ethylphenyl)-2,3-dihydro-1H-isoindole-1,3-dione

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

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 251.094628657
• Heavy Atom Count: 19
• Complexity: 347

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: CCC1=CC=C(C=C1)N2C(=O)C3=CC=CC=C3C2=O

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

There total 5 articles about 1H-Isoindole-1,3(2H)-dione, 2-(4-ethylphenyl)- 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: 75.0%

phthalimide (136918-14-4,85-41-6) + 4-aminoethylbenzene (589-16-2) → 2-(4-ethylphenyl)isoindoline-1,3-dione (83665-33-2)

Guidance literature:

With chitosan; In neat (no solvent); at 150 ℃; for 36h; Reagent/catalyst; Solvent; Temperature; Sealed tube;

DOI:10.1039/c4gc01402b

Reference yield: 28.0%

C17H13NO4 (895952-10-0) → 2-(4-ethylphenyl)isoindoline-1,3-dione (83665-33-2)

Guidance literature:

C₁₇H₁₃NO₄; With water; potassium carbonate; In acetone; for 0.166667h; Sonication;

In acetone; at 15 - 20 ℃; for 26h; UV-irradiation; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.07.069

Reference yield: 26.0%

4-aminoethylbenzene (589-16-2) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) + 2,3-dibromobenzene (583-53-9) → 2-(4-ethylphenyl)isoindoline-1,3-dione (83665-33-2)

Guidance literature:

With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A; In toluene; at 100 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1002/adsc.201300585

upstream raw materials:

phthalic anhydride

4-aminoethylbenzene

C₁₇H₁₃NO₄

molybdenum hexacarbonyl

Downstream raw materials:

N-methylphthalimide

N-hydroxyphthalimide

N-aminophthalamide

4-aminoethylbenzene