2-(2,4,6-Cycloheptatrienyl)isoindoline-1,3-dione

Base Information

• Chemical Name: 2-(2,4,6-Cycloheptatrienyl)isoindoline-1,3-dione
• CAS No.: 92497-80-8
• Molecular Formula: C₁₅H₁₁NO₂
• Molecular Weight: 237.258
• NSC Number: 138656
• DSSTox Substance ID: DTXSID50300749
• Nikkaji Number: J2.468.041J
• ChEMBL ID: CHEMBL2143706
• Mol file: 92497-80-8.mol

Synonyms:MLS002920457;92497-80-8;NSC138656;CHEMBL2143706;DTXSID50300749;NSC-138656;SMR001798048;N-(cyclohepta-1,3,5-trien-7-yl)phthalimide

Chemical Property of 2-(2,4,6-Cycloheptatrienyl)isoindoline-1,3-dione

Chemical Property:

• Vapor Pressure: 2.09E-06mmHg at 25°C
• Boiling Point: 393.7°Cat760mmHg
• Flash Point: 180.2°C
• Density: 1.315g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 237.078978594
• Heavy Atom Count: 18
• Complexity: 421

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=CC(C=C1)N2C(=O)C3=CC=CC=C3C2=O

Technology Process of 2-(2,4,6-Cycloheptatrienyl)isoindoline-1,3-dione

There total 6 articles about 2-(2,4,6-Cycloheptatrienyl)isoindoline-1,3-dione 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: 99.0%

tropylium tetrafluoroborate (27081-10-3) + potassium phtalimide (1074-82-4) → 2-(cyclohepta-2,4,6-trien-1-yl)isoindoline-1,3-dione (92497-80-8)

Guidance literature:

With tetrabutylammonium perchlorate; In acetonitrile; at 23 ℃; for 1h;

DOI:10.1002/ejoc.201900714

Reference yield: 91.0%

tropylium tetrafluoroborate (27081-10-3) + sodium phthalimide (33081-78-6) → 2-(cyclohepta-2,4,6-trien-1-yl)isoindoline-1,3-dione (92497-80-8)

Guidance literature:

In acetonitrile; for 0.25h; Heating;

DOI:10.1023/A:1020930300051

Reference yield: 79.0%

phthalimide (136918-14-4,85-41-6) + Cyclohepta-1,3,5-triene (544-25-2) → 2-(cyclohepta-2,4,6-trien-1-yl)isoindoline-1,3-dione (92497-80-8)

Guidance literature:

With tetrabutylammonium perchlorate; In acetonitrile; at 23 ℃; for 2.7h; Reagent/catalyst; Solvent; Electrochemical reaction;

DOI:10.1002/ejoc.201900714

upstream raw materials:

tropylium tetrafluoroborate

sodium phthalimide

potassium phtalimide

phthalimide

Downstream raw materials:

4-phenyl-9-phthalimido-2,4,6-triaza-3,5-dioxotetracyclo[5,3,2,0^2,6.0^8,10]dodec-11-ene