6954-48-9

Basic information

• Product Name: bonafton
• Synonyms: bonafton;6-bromo-1,2-naphthoquinone;6-Bromonaphthalene-1,2-dione;Bonaphthon;Bonaphthone;Bonaphton;6-Bromo-1,2-naphthalenedione;1,2-Naphthalenedione, 6-bromo-
• CAS NO: 6954-48-9
• Molecular Formula: C₁₀H₅BrO₂
• Molecular Weight: 237.051
• Mol File: 6954-48-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 168°C (rough estimate)
• Boiling Point: 363.7°C at 760 mmHg
• Flash Point: 147.5°C
• Appearance: /
• Density: 1.5961 (rough estimate)
• Vapor Pressure: 1.78E-05mmHg at 25°C
• Refractive Index: 1.4520 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: bonafton(CAS DataBase Reference)
• NIST Chemistry Reference: bonafton(6954-48-9)
• EPA Substance Registry System: bonafton(6954-48-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6954-48-9(Hazardous Substances Data)

Usage

General Description

Bonafton is a chemical compound that is commonly used as an active ingredient in certain pesticides and insecticides. Its main purpose is to control and manage pest populations, particularly those that pose serious threats to agricultural crops. While it is highly effective in combating pests, the usage of Bonafton has raised environmental and health concerns. Exposure to this chemical has been linked to a number of health issues and its residues can potentially contaminate the environment. Therefore, proper handling and usage are essential to minimize these risks.

InChI:InChI=1/C10H5BrO2/c11-7-2-3-8-6(5-7)1-4-9(12)10(8)13/h1-5H

Upstream product

• 15231-91-1 6-bromo-naphthalen-2-ol 
• 13720-04-2 1,6-dibromonaphthalen-2-amine 
• 135-19-3 β-naphthol 
• 71-43-2 benzene 
• 16239-18-2 1,6-dibromo-2-naphthol 

Downstream Products

• 77065-79-3 1-benzoyloxy-6-bromo-[2]naphthol 
• 7475-32-3 1,2,4-triacetoxy-6-bromonaphthalene 

Relevant articles and documents

Chemoselective one-pot access to benzo[e]indole-4,5-diones and naphtho[2,1-b]thiophene-4,5-diones via copper-catalyzed oxidative [3 + 2] annulation of α-oxoketene N,S-acetals/β-ketothioamides with α-/β-naphthols

An operationally simple and efficient one-pot method for the synthesis of 1-aroyl (or alkanoyl)-2-thioalkyl-3-aryl (or alkyl)-3H-benzo[e]indole-4,5-diones and naphtho[2,1-b]thiophene-4,5-diones has been devised by copper-catalyzed cross-coupling of α-oxoketene N,S-acetals/β-ketothioamides with α-/β-naphthols in open air for the first time. The key to the success of this transformation is the room temperature oxidation of α-/β-naphthol to 1,2-naphthoquinone as a reactive species, which undergoes formal [3 + 2] annulation with α-oxoketene N,S-acetals/β-ketothioamides via cascade sequence of Michael addition/tautomerization/oxidation/cyclization/aromatization reactions, enabling addition of a pyrrole/thiophene ring onto naphthoquinone moiety. Further, benzo[e]indole-4,5-diones were transformed to pentacyclic fused phenazine derivatives under solvent-free conditions. Based on our experimental outcomes, a tentative mechanistic rationale for this chemoselective protocol is proposed, which is well validated and supported by the control experiments.

O-Iodoxybenzoic Acid-Initiated One-Pot Synthesis of 4-Arylthio-1,2-naphthoquinones, 4-Arylthio-1,2-diacetoxynaphthalenes, and 5-Arylthio-/5-Aminobenzo[a]phenazines

1,2-Naphthoquiones and their derivatives constitute an important category of compounds of relevance in pharmaceutical and material chemistry. It is shown that 1,2-naphthoquinones generated by o-iodoxybenzoic acid-mediated oxidation of 2-naphthols can be subjected to a cascade of reactions, namely oxidation, Michael addition, reduction, acetylation, and cyclocondensation, in the same pot to afford diverse 4-arylthio-1,2-naphthoquinones 2, 4-arylthio-1,2-diacetoxynaphthalenes 3, and 5-arylthio-/5-aminobenzo[a]phenazines 4 in very good isolated yields. The multistep single-pot synthesis occurs smoothly in DMF at rt.

Multiple oxo-vanadium schiff base containing cyclotriphosphazene as a robust heterogeneous catalyst for regioselective oxidation of naphthols and phenols to quinones

Grafting of multiple oxo-vanadium Schiff base moieties to cyclotriphosphazene provided an efficient and recyclable heterogeneous catalyst for the regioselective oxidation of naphthols and phenols to quinones by using tbutylhydroperoxide as oxidant. One of the main advantages of the developed catalyst was the presence of multiple oxovanadium moieties in close proximity which made the developed catalyst more active as compared to its homogeneous oxo-vanadium Schiff base. After the reaction, the catalyst was easily recovered from the reaction mixture by simple filtration and reused for five runs without loss in activity.