615-57-6

Basic information

• Product Name: 2,4-Dibromoaniline
• Synonyms: 2,4-DIBROMOANILINE;2,4-DIBROMOBENZENAMINE;2,4-Dibromanilin;2,4-dibromo-benzenamin;2 4-DIBROMOANILINE 98% (GC);2,4-Dibromoaniline, 98+%;2,4-Dibromoaniline 98%
• CAS NO: 615-57-6
• Molecular Formula: C₆H₅Br₂N
• Molecular Weight: 250.92
• EINECS: 210-434-4
• Product Categories: Anilines, Amides & Amines;Bromine Compounds;Amines;C2 to C6;Nitrogen Compounds;Building Blocks;C6;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 615-57-6.mol
• Article Data: 51

Chemical Properties

• Melting Point: 78-82 °C
• Boiling Point: 156 °C (24 mmHg)
• Flash Point: 156°C/24mm
• Appearance: White crystal or powder
• Density: 2.26
• Vapor Pressure: 0.0095mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 1.83±0.10(Predicted)
• Water Solubility: Insoluble in water
• BRN: 2206653
• CAS DataBase Reference: 2,4-Dibromoaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dibromoaniline(615-57-6)
• EPA Substance Registry System: 2,4-Dibromoaniline(615-57-6)

Safety Data

• Hazard Codes: Xn,Xi,N,T
• Statements: 36/37/38-33-20/21/22-51/53-25
• Safety Statements: 36/37/39-26-61-45
• RIDADR: 2811
• WGK Germany: 3
• TSCA: T
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 615-57-6(Hazardous Substances Data)

Usage

Chemical Properties

beige powder

Uses

Different sources of media describe the Uses of 615-57-6 differently. You can refer to the following data:
1. 2,4-Dibromoaniline is used in preparation of glycopeptides and targeted bifunctional degraders.
2. 2,4-Dibromoaniline can be used as:A starting material to synthesize acetylenic amine by reacting with trimethylsilylacetylene, which is used as a ligand to prepare the bis-amido complex of Ti(IV).A substrate in the Pd-catalyzed ortho-selective cross-coupling reactions of dihaloarenes with Grignard reagents.A reactant to prepare dialkyl-substituted aminoaryl sulfides using a Grignard reagent.A starting material to synthesize substituted 2-mercapto benzimidazoles.

Purification Methods

Crystallise the aniline from aqueous EtOH. The picrate has m 124o. [Beilstein 12 H 655, 12 I 326, 12 II 356, 12 III 1471, 12 IV 1532.]

InChI:InChI=1/C6H5Br2N/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2

Upstream product

• 2439-85-2 N-bromophthalimide 
• 62-53-3 aniline 
• 127-09-3 sodium acetate 
• 106-93-4 ethylene dibromide 
• 106-40-1 4-bromo-aniline 
• 74308-31-9 1-azido-2,4-dibromobenzene 
• 92885-02-4 2-Bromo-N-(2,4-dibromophenyl)-1-(4-nitrophenyl)-2,2-dichloroethylamine 
• 98-95-3 nitrobenzene 
• 103-84-4 Acetanilid 
• 7647-01-0 hydrogenchloride 
• 10035-10-6 hydrogen bromide 
• 20972-43-4 trans-azoxybenzene 
• 98-50-0 p-aminophenylarsonic acid 
• 68-34-8 phenyl toluenesulfonamide 

Downstream Products

• 108-36-1 1,3-dibromobenzene 
• 107470-21-3 4,5,6,7-tetrabromo-2-(2,4-dibromo-phenyl)-isoindoline-1,3-dione 
• 23373-04-8 2',4'-dibromoacetanilide 
• 454426-44-9 N-(2,4-dibromo-phenyl)-N'-phenyl-thiourea 
• 353765-68-1 (2,4-dibromo-phenyl)-carbamic acid methyl ester 
• 885946-29-2 (2,4-dibromo-phenyl)-oxalamic acid ethyl ester 
• 64230-27-9 2,4-dibromo-N,N-dimethylaniline 
• 113117-36-5 N-(2,4-dibromo-phenyl)-malonamic acid ethyl ester 
• 92160-22-0 N-(2,4-dibromo-phenyl)-N'-o-tolyl-thiourea 
• 42016-96-6 salicylic acid-(2,4-dibromo-anilide) 
• 418761-26-9 1,3-bis-(2,4-dibromo-phenyl)-triazene 
• 23745-16-6 Cyclopropan-2,4-dibrom-carboxanilid 
• 78222-69-2 2,4-dibromobenzonitrile 
• 5629-98-1 2,4-dibromobenzaldehyde 

Relevant articles and documents

A Practical Procedure for Regioselective Bromination of Anilines

A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.

Selective Thiocyanation and Aromatic Amination to Achieve Organized Annulation of Enaminone with Thiocyanate

A tandem insertion of thiocyanate to enamine was performed for the regioselective synthesis of multisubstituted benzoimidazo[2,1-b]thiazoles. This method was shown to be effective in addressing the issue of isomerization encountered in common strategies. With a change made to the leading group on the aniline fragment of enamine, the reaction achieved different transformations, thus enabling multisubstituted benzo[4,5]imidazo[2,1-b]thiazoles and thiazoles in satisfactory yields.

A metal-free aerobic oxidative bromination of anilines and aryl ketones with 2-methylpyridinium nitrate as a reusable ionic liquid

An aerobic oxidative bromination of anilines and aryl ketones catalyzed by recyclable 2-methylpyridinium nitrate ionic liquid is achieved in water using hydrobromic acid as the bromine source and molecular oxygen as the oxidant. The catalytic system shows good efficiency and atom economy.