26829-89-0

Basic information

• Product Name: 2,4-DIBROMO-3,6-DIMETHYLANILINE
• Synonyms: 2,4-DIBROMO-3,6-DIMETHYLANILINE;2,4-Dibromo-3,6-dimethylaniline 97%;2,4-Dibromo-3,5-dimethylaniline;2,4-Dibromo-3,6-dimethylaniline97%
• CAS NO: 26829-89-0
• Molecular Formula: C₈H₉Br₂N
• Molecular Weight: 278.97176
• Product Categories: Amines;blocks;Bromides
• Mol File: 26829-89-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 65 °C
• Boiling Point: 296 °C at 760 mmHg
• Flash Point: 132.8 °C
• Appearance: /
• Density: 1.781 g/cm³
• Vapor Pressure: 0.00148mmHg at 25°C
• Refractive Index: 1.627
• PKA: 1.81±0.10(Predicted)
• CAS DataBase Reference: 2,4-DIBROMO-3,6-DIMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIBROMO-3,6-DIMETHYLANILINE(26829-89-0)
• EPA Substance Registry System: 2,4-DIBROMO-3,6-DIMETHYLANILINE(26829-89-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 26829-89-0(Hazardous Substances Data)

Usage

Description

2,4-Dibromo-3,6-dimethylaniline is a chemical compound that serves as an intermediate in the synthesis of various industrial products, including pharmaceuticals, dyes, and other organic compounds. It is also utilized as a pesticide and herbicide for controlling weeds and unwanted vegetation. Due to its moderate toxicity, it is crucial to handle this compound with care to prevent skin and eye irritation.

Uses

Used in Pharmaceutical Industry:
2,4-Dibromo-3,6-dimethylaniline is used as a chemical intermediate for the production of pharmaceuticals, contributing to the synthesis of various medicinal compounds.
Used in Dye Industry:
In the dye industry, 2,4-Dibromo-3,6-dimethylaniline is utilized as a precursor in the manufacturing process of different types of dyes.
Used in Organic Compounds Production:
2,4-DIBROMO-3,6-DIMETHYLANILINE is employed as an intermediate in the synthesis of other organic compounds, playing a crucial role in the creation of a range of chemical products.
Used in Pesticide and Herbicide Applications:
2,4-Dibromo-3,6-dimethylaniline is used as a pesticide and herbicide, particularly for the control of weeds and unwanted vegetation, helping to manage and protect agricultural and horticultural areas.

InChI:InChI=1/C8H9Br2N/c1-4-3-6(9)5(2)7(10)8(4)11/h3H,11H2,1-2H3

Upstream product

• 95-78-3 2,5-Dimethylaniline 
• 3096-64-8 N-(2,5-dimethylphenyl)hydroxylamine 
• 856352-10-8 2-bromo-3,6-dimethyl-aniline 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 10035-10-6 hydrogen bromide 
• 7732-18-5 water 
• 86677-21-6 4-amino-2,5-dimethyl-benzenesulfonic acid ; sodium-salt 
• 52415-02-8 2-bromo-1,4-dimethyl-3-nitro-benzene 
• 276677-03-3 4-bromo-2,5-dimethylbenzoic acid 
• 854663-04-0 3-bromo-1,4-dimethyl-2,5-dinitro-benzene 
• 858489-42-6 4-bromo-2,5-dimethyl-3,6-dinitro-benzoic acid 

Downstream Products

• 66788-13-4 2,6-dibromo-1,4-dimethylbenzene 
• 15460-15-8 2,4-dibromo-3,6-dimethylphenol 
• 117572-80-2 2,3,5-tribromo-p-xylene 
• 129319-08-0 acetic acid-(2,4-dibromo-3,6-dimethyl-anilide) 
• 854857-13-9 2,4-dibromo-3,6-dimethyl-5-nitro-aniline 
• 23787-40-8 N-(2,4-Dibromo-3,6-dimethyl-phenyl)-N'-[1-nitro-eth-(Z)-ylidene]-hydrazine 
• 70630-28-3 2-[(2,4-Dibromo-3,6-dimethyl-phenyl)-(2-methoxy-acetyl)-amino]-propionic acid methyl ester 
• 70630-31-8 2-[(2,4-Dibromo-3,6-dimethyl-phenyl)-(2-ethoxy-acetyl)-amino]-propionic acid methyl ester 
• 107170-81-0 2,5-dimethyl-1,3-phthalodinitrile 
• 247575-33-3 3-bromo-2,5-dimethylbenzaldehyde 
• 247575-34-4 1-bromo-2,5-dimethyl-3-hydroxymethylbenzene 
• 247575-28-6 1,2-bis-(3'-cyano-2',5'-dimethylphenyl)ethane 
• 247575-38-8 1,2-bis-(3'-hydroxymethyl-2',5'-dimethylphenyl)ethane 
• 247575-39-9 1,2-bis-(3'-bromomethyl-2',5'-dimethylphenyl)ethane 

Relevant articles and documents

Making endo-cyclizations favorable again: A conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides

Although benzotriazoles are important and ubiquitous, currently there is only one conceptual approach to their synthesis: bridging the two ortho-amino groups with an electrophilic nitrogen atom. Herein, we disclose a new practical alternative-the endo-cyclization of 2-azidoaryl lithiums obtained in situ from 2-azido-aryl bromides. The scope of the reaction is illustrated using twenty-four examples with a variety of alkyl, alkoxy, perfluoroalkyl, and halogen substituents. We found that the directing effect of the azide group allows selective metal-halogen exchange in aryl azides containing several bromine atoms. Furthermore, (2-bromophenyl)diazomethane undergoes similar cyclization to give an indazole. Thus, cyclizations of aryl lithiums containing an ortho-X = Y = Z group emerge as a new general approach for the synthesis of aromatic heterocycles. DFT computations suggested that the observed endo-selectivity applies to the anionic cyclizations of other functionalities that undergo "1,1-additions" (i.e., azides, diazo compounds, and isonitriles). In contrast, cyclizations with the heteroatomic functionalities that follow the "1,2-addition" pattern (cyanates, thiocyanates, isocyanates, isothiocyanates, and nitriles) prefer the exo-cyclization path. Hence, such reactions expand the current understanding of stereoelectronic factors in anionic cyclizations.

Halogenation Using Quaternary Ammonium Polyhalides. VI. Bromination of Aromatic Amines by Use of Benzyltrimethylammonium Tribromide

The reaction of aromatic amines with benzyltrimethylammonium tribromide in dichloromethane-methanol containing calcium carbonate powder for 0.5 h at room temperature gave bromo-substituted aromatic amines in good yields.