2065-37-4

Basic information

• Product Name: 2-BROMO-1 4-NAPHTHOQUINONE 98
• Synonyms: 2-BROMO-1 4-NAPHTHOQUINONE 98;2-Bromonaphthalne-1,4-dione;3-Bromo-1,4-naphthoquinone;2-broMonaphthalene-1,4-dione;1,4-Naphthalenedione,2-broMo-;2-Bromo-1,4-naphthoquinone 98%
• CAS NO: 2065-37-4
• Molecular Formula: C₁₀H₅BrO₂
• Molecular Weight: 237.05
• Product Categories: C10;Carbonyl Compounds;Ketones
• Mol File: 2065-37-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 131-133 °C(lit.)
• Boiling Point: 324.2°Cat760mmHg
• Flash Point: 124.7°C
• Appearance: /
• Density: 1.757g/cm³
• Vapor Pressure: 0.00025mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2-BROMO-1 4-NAPHTHOQUINONE 98(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1 4-NAPHTHOQUINONE 98(2065-37-4)
• EPA Substance Registry System: 2-BROMO-1 4-NAPHTHOQUINONE 98(2065-37-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2065-37-4(Hazardous Substances Data)

Usage

Uses

2-Bromo-1,4-naphthoquinone may be used in the preparation of:benzo[f]indolequinones2-azido-1,4-naphthoquinone2-allyl-3-bromo-1,4-naphthoquinone2-(3-indolyl)-1,4-naphthoquinones

General Description

2-Bromo-1,4-naphthoquinone (BrQ) is a 1,4-naphthoquinone derivative that can be prepared by the bromination of 1-naphthol using N-bromosuccinimide. Its efficacy as an antifeedant against the cabbage looper, Trichoplusia ni has been evaluated.2 The reaction of BrQ with xanthene under photochemical conditions has been investigated. A report suggests that the replacement of 2-methyl-1,4-naphthoquinone with BrQ enhances its ability to produce hydrogen peroxide which can be employed for cancer treatment.

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

Upstream product

• 571-57-3 4-bromo-1-naphthol 
• 90-11-9 1-Bromonaphthalene 
• 84-87-7 1-hydroxy-4-naphthalenesulfonate 

Downstream Products

• 1015-97-0 (1,4)-Naphthoquinono<3,2-c>-1H-pyrazole 
• 74-96-4 ethyl bromide 
• 7146-02-3 1,3-diethoxy-anthraquinone 
• 64505-93-7 2-bromo-3-(phenylamino)naphthalene-1,4-dione 
• 135979-30-5 2-(3,5-di-tert-butyl-5-hydroxyphenyl)-1,4-naphthoquinone 
• 135979-31-6 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)-2,2'-bi-1,4-naphthochinon 
• 57950-03-5 2-[(1-methylethyl)amino]naphthalene-1,4-dione 
• 96889-94-0 cleistopholine 
• 13243-65-7 2,3-Dibromo-1,4-naphthoquinone 
• 2348-77-8 2-phenyl[1,4]naphthoquinone 
• 93327-86-7 2-(2-methoxyphenyl)-1,4-naphthoquinone 
• 920981-16-4 C₂₉H₃₅O₄P 
• 186769-27-7 3,8-Dimethoxy-1-phenyl-1,2-dihydro-cyclobuta[b]naphthalene 
• 1027097-85-3 C₁₆H₈Br₂O₃ 

Relevant articles and documents

Exploiting photooxygenations mediated by porphyrinoid photocatalysts under continuous flow conditions

Photooxygenation reactions are a powerful synthetic tool to produce oxidized organic compounds; however, these reactions often exhibit experimental limitations including the production of complex mixtures that hinder desired product isolation and scale-up. Herein, we present a photocatalysed protocol under continuous flow conditions using a simple home built photoreactor and porphyrinoids as photocatalysts. Reaction conditions, long-term experiments, and scope demonstrate a protocol that is cost-effective, safe, reproducible and robust, thus allowing the production of relevant substituted naphthoquinones with interest in natural product synthesis and biological activity.