5847-59-6

Basic information

• Product Name: 2-Bromo-4-nitrophenol
• Synonyms: 2-BROMO-4-NITROPHENOL;4-Hydroxy-3-bromonitrobenzene;2-Bromo-4-nitropheno;Phenol,2-broMo-4-nitro-;2-Bromo-4-nitrophenol >=98.0%
• CAS NO: 5847-59-6
• Molecular Formula: C₆H₄BrNO₃
• Molecular Weight: 218
• EINECS: 1533716-785-6
• Mol File: 5847-59-6.mol
• Article Data: 62

Chemical Properties

• Melting Point: 111-115 °C
• Boiling Point: 298.1 °C at 760 mmHg
• Flash Point: 134.1 °C
• Appearance: /
• Density: 1.8994 (rough estimate)
• Vapor Pressure: 0.000729mmHg at 25°C
• Refractive Index: 1.6200 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• PKA: 5.36±0.22(Predicted)
• Water Solubility: 22g/L(100 oC)
• BRN: 2441518
• CAS DataBase Reference: 2-Bromo-4-nitrophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-nitrophenol(5847-59-6)
• EPA Substance Registry System: 2-Bromo-4-nitrophenol(5847-59-6)

Safety Data

• Hazard Codes: Xi,N,Xn
• Statements: 22-50
• Safety Statements: 61
• RIDADR: UN3077 9/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 5847-59-6(Hazardous Substances Data)

Usage

General Description

2-Bromo-4-nitrophenol is a chemical compound with the molecular formula C6H4BrNO3. It is a yellow crystalline solid that is soluble in water and organic solvents. 2-Bromo-4-nitrophenol is used in the synthesis of pharmaceuticals and other organic compounds. It is also used as a reagent in organic chemistry reactions, particularly in the synthesis of dyes and other fine chemicals. Additionally, 2-Bromo-4-nitrophenol has been studied for its potential antimicrobial and antifungal properties, making it a potential candidate for use in medicinal and agricultural applications. Due to its reactivity and potential health hazards, proper safety protocols should be followed when handling and using this compound in laboratory and industrial settings.

InChI:InChI=1/C6H4BrNO3/c7-5-3-4(8(10)11)1-2-6(5)9/h1-3,9H

Upstream product

• 100-02-7 4-nitro-phenol 
• 95-56-7 2-hydroxybromobenzene 
• 15516-58-2 2-bromo-4-nitroso-phenol 
• 58244-42-1 2-bromo-1-ethoxy-4-nitrobenzene 
• 855836-08-7 5-amino-2-bromo-4-nitro-phenol 
• 64-19-7 acetic acid 
• 585-79-5 m-nitrobromobenzene 
• 577-19-5 2-nitrophenyl bromide 
• 7726-95-6 bromine 
• 15969-09-2 2,4-dibromo-6-nitrophenol 
• 7732-18-5 water 
• 13362-37-3 bromo-[1,4]benzoquinone-4-oxime 
• 106-41-2 4-bromo-phenol 
• 5411-50-7 3,4-dibromonitrobenzene 

Downstream Products

• 2316-50-9 2-bromo-4,6-dinitrophenol 
• 16750-67-7 4-amino-2-bromophenol 
• 10558-47-1 2-bromo-6-iodo-4-nitro-phenol 
• 63801-96-7 2-bromo-4-nitrophenyl acetate 
• 84174-71-0 7-bromo-6-quinolinol 
• 115581-09-4 5-bromo-6-hydroxyquinoline 
• 5197-28-4 2-bromo-4-nitroanisole 
• 79807-54-8 potassium 2-bromo-4-nitrophenoxide 
• 10491-25-5 2-bromo-6-chloromethyl-4-nitrophenol 
• 177597-23-8 2-bromo-1-(2-bromoethoxy)-4-nitrobenzene 
• 103861-85-4 3-(2-bromo-4-nitro-phenoxy)-propionic acid ethyl ester 
• 267243-39-0 2-bromo-1-[2-(dimethylamino)ethoxy]-4-nitrobenzene 
• 373380-62-2 2-bromo-1-(methoxymethoxy)-4-nitrobenzene 
• 191602-86-5 1-(benzyloxy)-2-bromo-4-nitrobenzene 

Relevant articles and documents

New procedure for the highly regioselective aerobic bromination of aromatic compounds using copper-based nanocatalyst

A new procedure for the highly regioselective aerobic bromination of aromatic compounds in the presence of copper-based nanoparticles (CuO/ZnO nanocatalyst) under reflux condition is described. Mechanistic parameters are discussed and the plausible mechanism is proposed. Recyclability of the CuO/ZnO nanocatalyst has also been explored upon aerobic bromination of aromatic compounds.

1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane: An efficient and high oxygen content oxidant in various oxidative reactions

Several oxidative approaches namely thiocyanation of aromatic compounds, epoxidation of alkenes, amidation of aromatic aldehydes, epoxidation of α β-unsaturated ketones, oxidation of sulfides to sulfoxides and sulfones, bayer-villeger reaction, bromination and iodation of aniline and phenol derivatives oxidative esterification, oxidation of pyridines and oxidation of secondary, allylic and benzyllic alcohols were carried out using 1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane as the potential solid oxidant which can be stored for several months without any loss in its activity. All of the procedures were accomplished via mild reaction conditions and the products were afforded in high yields and short reaction times.

Synthesis, kinetics, and mechanism of bromophenols by N-bromophthalimide in aqueous acetic acid

The kinetics and mechanism of bromination of phenol and its substituents, viz. 4-chlorophenol, 4-bromophenol, 4-methylphenol, and 4-methoxyphenol by N-bromophthalimide (NBP) in the presence of mercuric acetate in the temperature range of 303–318?K in aqueous acetic acid medium have been investigated. The reaction follows first-order dependence on [NBP] and fractional order dependence of rate on [Phenol]. The activation parameters have been evaluated, and based on the observed kinetic results the probable mechanism has been proposed. Observed kinetic features and Hammett's reaction constant (ρ) suggests that bromination occurs through electrophilic substitution of bromonium ion (Br+) into the aromatic ring in the transition state. Large negative entropy of activation values probably suggests the rigid nature of transition state.