41634-34-8

Basic information

• Product Name: Cyclobuta[b]naphthalene-1,2-dione
• Synonyms: cyclobutanaphthalene-1,2-dione;naphthocyclobutenedione;Naphthocyclobuten-1,2-dion;naphthocyclobutene-1,2-dione;4,5-benzobenzocyclobutene-1,2-dione

Upstream product

• 20927-01-9 benzo[f]ninhydrin 

Downstream Products

• 63548-78-7 1,4,5,8-tetramethylbiphenylene 
• 94202-55-8 3,4-dimethylnaphtho<2,3:3',4'>cyclobuta<1',2':6,7>cycloocta<1,2,3,4-def>biphenylene 
• 7149-49-7 2,3-naphthalenedicarboxaldehyde 
• 2169-87-1 naphthalene-2,3-dicarboxylic acid 

Relevant articles and documents

Benzocyclobutenes. Part 4. Synthesis of Benzocyclobutene-1,2-diones by Pyrolytic Methods

Oxidation of the cyclic hydrazides prepared from phthalic anhydrides in the presence of anthracene gives the corresponding Diels-Alder adducts which, on flash vacuum pyrolysis, give benzocyclobutene-1,2-dione (BBD) and its 4-chloro, 3,6- and 4,5-dichloro, 4,5-dibromo, and 4,5-dimethyl derivatives in 75-98percent yield.Cyclobuta- and cyclobuta-naphthalene-1,2-dione as well as cyclobuta- and cyclobuta-pyridine-1,2-dione have been prepared similarly; the last three of these diones are very unstable.Cyclobutanaphthalene-1,2-dione has also been made by pyrolysis of benzindene-1,2,3-trione.Attempts to make thiophen and furan analogues of BBD from appropriate anthracene adducts failed as did attempts to make tetrachloro- and tetrabromo-derivatives of BBD by the pyrolysis of tetrahalogenophthalimidosulphoximides.