278780-91-9

Basic information

• Product Name: 1,2-Naphthalenedione, 3-(2-bromophenyl)-
• CAS NO: 278780-91-9
• Molecular Formula: C16H9BrO2
• Molecular Weight: 313.15
• Mol File: 278780-91-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,2-Naphthalenedione, 3-(2-bromophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Naphthalenedione, 3-(2-bromophenyl)-(278780-91-9)
• EPA Substance Registry System: 1,2-Naphthalenedione, 3-(2-bromophenyl)-(278780-91-9)

Safety Data

• Hazardous Substances Data: 278780-91-9(Hazardous Substances Data)

Upstream product

• 278780-85-1 2-[3-(2-bromophenyl)-2-oxopropyl]benzaldehyde 
• 278780-83-9 2-(2-bromobenzyl)-1H-indene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 103457-38-1 (E)-2-(2-bromobenzylidene)-2,3-dihydro-1H-inden-1-one 
• 55223-24-0 2-(2-bromobenzyl)-2,3-dihydro-1H-inden-1-one 
• 278780-87-3 3-(2-bromophenyl)naphthalen-2-ol 

Downstream Products

• 479-11-8 benzo[b]naphtho[2,3-d]furan-6,11-dione 
• 278780-93-1 2-(2-bromophenyl)-3-hydroxy-1,4-naphthoquinone 

Relevant articles and documents

New '2-phenylnaphthalene'-mediated synthesis of benzo[b]naphtho[2,3-d] furan-6,11-diones and 6-oxa-benzo[a]anthracene-5,7,12-triones: First total synthesis of 6-oxa-benzo[a]anthracen-5-ones

We describe here a novel synthesis of benzo[b]naphtho[2,3-d]furan-6,11- diones based on the heteroannulation of 2-(2-bromophenyl)-3-hydroxy-1,4- naphthoquinones. The naphthoquinones were prepared from 3-(2-bromophenyl) naphthalen-2-ols, which were obtained by intramolecular aldol condensation of 2-[3-(2-bromophenyl)-2-oxo-propyl]benzaldehydes. Alternatively, benzo[b]naphtho[2,3-d]furan-6,11-diones were obtained more directly and efficiently by cyclization of 3-(2-bromophenyl)naphthalen-2-ols to benzo[b]naphtho[2,3-d]furans and oxidation of the resulting compounds. Furthermore, the first 6-oxabenzo[a]anthracen-5-one described was similarly obtained from 2-[3-(2-formylphenyl)-2-oxopropyl]benzoic acid and oxidized to 6-oxa-benzo[a]anthracene-5,7,12-trione.