585-79-5

Basic information

• Product Name: 3-Bromonitrobenzene
• Synonyms: m-Nitrobromobenzene;1-bromo-3-nitro-benzen;1-Nitro-3-brombenzen;1-Nitro-3-bromobenzene;3-Bromo-1-nitrobenzene;Benzene,1-bromo-3-nitro-;BROMONITROBENZENE-3;M-BROMONITROBENZENE
• CAS NO: 585-79-5
• Molecular Formula: C₆H₄BrNO₂
• Molecular Weight: 202.01
• EINECS: 209-563-9
• Product Categories: Aromatic Halides (substituted);Benzene derivates;Bromine Compounds;Nitro Compounds;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Aromatics;Aliphatics;Isotope Labelled Compounds;Quinolines
• Mol File: 585-79-5.mol
• Article Data: 60

Chemical Properties

• Melting Point: 51-54 °C
• Boiling Point: 256 °C
• Flash Point: 113 °C
• Appearance: white to light yellow crystal powder
• Density: 1.704
• Vapor Pressure: 0.0299mmHg at 25°C
• Refractive Index: 1.6050 (estimate)
• Storage Temp.: Refrigerator
• Solubility: 10g/l
• BRN: 2043212
• CAS DataBase Reference: 3-Bromonitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromonitrobenzene(585-79-5)
• EPA Substance Registry System: 3-Bromonitrobenzene(585-79-5)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 36/37/38-20/21/22-33-23/24/25
• Safety Statements: 36/37/39-26-22-45-37-28A-28-37/39
• RIDADR: 2732
• WGK Germany: 3
• RTECS: CY9040500
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 585-79-5(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

Labelled glycerol kinase substrate specificity

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 2169, 1981 DOI: 10.1021/jo00323a039

Purification Methods

Crystallise it twice from pet ether, using charcoal before the first crystallisation. [Beilstein 5 III 618, 5 IV 729.]

InChI:InChI=1/C6H5NO2.BrH/c8-7(9)6-4-2-1-3-5-6;/h1-5H;1H

Upstream product

• 98-95-3 nitrobenzene 
• 72254-96-7 Silber-(3-nitro-benzoat) 
• 98-47-5 3-Nitrobenzenesulfonic acid 
• 108-86-1 bromobenzene 
• 74-96-4 ethyl bromide 
• 7726-95-6 bromine 
• 109-95-5 ethyl nitrite 
• 64-17-5 ethanol 
• 827-94-1 2,6-dibromo-4-nitroaniline 
• 7782-77-6 cis-nitrous acid 
• 100-01-6 4-nitro-aniline 
• 586-36-7 3-nitrophenyldiazonium tetrafluoroborate 
• 87961-72-6 (3-nitrophenyl)(triphenyl-λ5-phosphanyl)gold 
• 591-19-5 m-Bromoaniline 

Downstream Products

• 107622-64-0 1-methoxy-3-(3-nitro-phenoxy)-benzene 
• 586-76-5 4-Bromobenzoic acid 
• 88-65-3 2-bromobenzoic-acid 
• 63213-03-6 1,2-bis(3-bromophenyl)diazene 
• 882-33-7 diphenyldisulfane 
• 165256-89-3 1-methyl-3-(3-nitrophenoxy)benzene 
• 116530-27-9 (3-nitro-phenyl)-o-tolyl ether 
• 37984-00-2 1-(4-methoxyphenoxy)-3-nitrobenzene 
• 620-55-3 1-nitro-3-phenoxybenzene 
• 37983-97-4 2,3-Dimethyl-3'-nitro-diphenylaether 
• 93349-92-9 3-(3-nitrophenyl)-5-pyridinecarboxylic acid methyl ester 
• 105018-28-8 2-(2-bromo-6-nitro-phenyl)acetonitrile 
• 105003-96-1 (4-bromo-2-nitro)phenylacetonitrile 
• 109862-93-3 3-(3-Nitrophenyl)-2-pentendisaeure-diethylester 

Relevant articles and documents

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Direct bromodeboronation of arylboronic acids with CuBr2 in water

An efficient and practical method has been developed for the preparation of aryl bromides via the direct bromodeboronation of arylboronic acids with CuBr2 in water. This strategy provides several advantages, such as being ligand-free, base-free, high yielding, and functional group tolerant.

Metal- and base-free synthesis of aryl bromides from arylhydrazines

An efficient method was developed to synthesize brominated aromatic compounds from arylhydrazine hydrochlorides by using BBr3 in DMSO/CPME (cyclopentyl methyl ether) under air at 80 °C for 1 h without the use of bases or metal catalysts. In particular, this method could be carried out satisfactorily using electron-withdrawing groups to afford aryl bromides in a moderate to excellent yields.