Bicyclo[4.2.0]octa-1,3,5-triene-7,8-dione

Base Information

• Chemical Name: Bicyclo[4.2.0]octa-1,3,5-triene-7,8-dione
• CAS No.: 6383-11-5
• Molecular Formula: C8H4 O2
• Molecular Weight: 132.119
• DSSTox Substance ID: DTXSID80213272
• Nikkaji Number: J81.208K
• Wikidata: Q83088567
• Mol file: 6383-11-5.mol

Synonyms:Bicyclo[4.2.0]octa-1,3,5-triene-7,8-dione;6383-11-5;Bicyclo(4.2.0)octa-1,3,5-triene-7,8-dione;Benzocyclobutene-1,2-dione;benzocyclobutenedione;cyclobutabenzene-1,2-dione;SCHEMBL927812;DTXSID80213272;NFYYUUJYMWILSY-UHFFFAOYSA-N;AKOS004907482;FT-0749098;bicyclo[4.2.0]octa-1(6),2,4-triene-7,8-quinone;InChI=1/C8H4O2/c9-7-5-3-1-2-4-6(5)8(7)10/h1-4

Chemical Property of Bicyclo[4.2.0]octa-1,3,5-triene-7,8-dione

Chemical Property:

• Vapor Pressure: 0.0236mmHg at 25°C
• Boiling Point: 248.9°C at 760 mmHg
• Flash Point: 94.1°C
• PSA: 34.14000
• Density: 1.408g/cm³
• LogP: 0.43580
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 132.021129366
• Heavy Atom Count: 10
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

BICYCLO[4.2.0]OCTA-1,3,5-TRIENE-7,8-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C2=O

Technology Process of Bicyclo[4.2.0]octa-1,3,5-triene-7,8-dione

There total 5 articles about Bicyclo[4.2.0]octa-1,3,5-triene-7,8-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: 6.9%

indantrione (938-24-9) → 2-phenylthiophene (825-55-8) + naphthalene (91-20-3,71998-51-1,72931-45-4) + 9,10-phenanthrenequinone (84-11-7) + benzocyclobutene-1,2-dione (6383-11-5)

Guidance literature:

With thiophene; at 500 ℃; under 1 - 5 Torr; Further byproducts given. Yields of byproduct given;

DOI:10.1021/ja00400a046

Reference yield:

indantrione (938-24-9) → phthalic anhydride (85-44-9) + (2)-benzopyrano(4,3-c)-(2)benzopyrano-6,12-dione (7433-92-3) + benzocyclobutene-1,2-dione (6383-11-5) + Biphthalidyliden (19357-64-3,482-23-5)

Guidance literature:

In benzene; Product distribution; Irradiation; other solvents; laser-jet or conventional irradiation;

DOI:10.1021/jo00129a017

Reference yield:

2-azido-2-phenyl-1H-indene-1,3(2H)-dione (3818-16-4) → 3-phenyl-isoquinoline-1,4-dione (23994-23-2) + benzonitrile (100-47-0) + benzocyclobutene-1,2-dione (6383-11-5)

Guidance literature:

In 2-methyltetrahydrofuran; for 6h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.orglett.0c02794

upstream raw materials:

indantrione

benzocyclobutenone

2-azido-2-phenyl-1H-indene-1,3(2H)-dione

Downstream raw materials:

o-carboxybenzaldehyde

4-[2-(di-morpholin-4-yl-methyl)-benzoyl]-morpholine

ethylene glycol monoketal of benzocyclobutenedione

7,8-Diphenyl-bicyclo[4.2.0]octa-1,3,5-triene-7,8-diol