6628-84-8

Basic information

• Product Name: 3-AMINO-2,4,6-TRIBROMOBENZOIC ACID
• Synonyms: 3-AMINO-2,4,6-TRIBROMOBENZOIC ACID;3-AMINO-2,4,6-TRIBROMOBENZOICACID 97%;2,4,6-Tribromo-3-aminobenzoic acid;Benzoic acid, 3-aMino-2,4,6-tribroMo-
• CAS NO: 6628-84-8
• Molecular Formula: C₇H₄Br₃NO₂
• Molecular Weight: 373.82
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 6628-84-8.mol

Chemical Properties

• Melting Point: 171.5-173.0 °C
• Boiling Point: 390.4 °C at 760 mmHg
• Flash Point: 189.9 °C
• Appearance: /
• Density: 2.446 g/cm³
• Vapor Pressure: 4.15E-11mmHg at 25°C
• Refractive Index: 1.659
• PKA: 1.43±0.10(Predicted)
• CAS DataBase Reference: 3-AMINO-2,4,6-TRIBROMOBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-2,4,6-TRIBROMOBENZOIC ACID(6628-84-8)
• EPA Substance Registry System: 3-AMINO-2,4,6-TRIBROMOBENZOIC ACID(6628-84-8)

Safety Data

• Hazardous Substances Data: 6628-84-8(Hazardous Substances Data)

Usage

Uses

Used in Dye Production:
3-Amino-2,4,6-tribromobenzoic acid is utilized as a key intermediate in the synthesis of dyes, where its chemical structure contributes to the color and stability of the resulting dyes. Its presence in dye formulations enhances their performance characteristics, such as lightfastness and resistance to fading.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 3-Amino-2,4,6-tribromobenzoic acid serves as a building block for the development of new drugs. Its unique chemical properties allow it to be incorporated into the molecular structures of pharmaceutical compounds, potentially enhancing their therapeutic effects and improving their pharmacokinetic profiles.
Used in Agricultural Chemicals:
3-Amino-2,4,6-tribromobenzoic acid is employed in the production of agricultural chemicals, such as pesticides and herbicides. Its chemical properties enable it to be formulated into effective products that protect crops from pests and weeds, thereby increasing agricultural productivity.
Used as a Flame Retardant:
Due to its bromine content, 3-Amino-2,4,6-tribromobenzoic acid exhibits flame retardant properties, making it suitable for use in various industries where fire safety is a concern. It can be incorporated into materials such as plastics, textiles, and coatings to reduce their flammability and improve their fire resistance.
Used as a Corrosion Inhibitor:
3-Amino-2,4,6-tribromobenzoic acid also functions as a corrosion inhibitor, protecting metal surfaces from degradation and rust. It can be used in industrial applications where metal components are exposed to corrosive environments, such as in the manufacturing of automotive parts, machinery, and infrastructure.
Environmental Considerations:
Given the potential environmental impact of 3-Amino-2,4,6-tribromobenzoic acid, it is crucial to implement proper handling and disposal practices. This includes minimizing its release into aquatic ecosystems, where it can be harmful to aquatic organisms, and ensuring that it is disposed of in an environmentally responsible manner to prevent its persistence in the environment.

InChI:InChI=1/C17H14N2OS2/c1-2-11-22-17-18-14-7-3-4-8-15(14)19(17)16(20)10-9-13-6-5-12-21-13/h2-10,12H,1,11H2/b10-9+

Upstream product

• 99-05-8 meta-aminobenzoic acid 
• 121-92-6 3-nitrobenzoic acid 

Downstream Products

• 633-12-5 2,4,6-tribromobenzoic acid 
• 147-82-0 2,4,6-tribromoaniline 
• 15719-64-9 methylammonium carbonate 
• 87976-24-7 2,3,4,6-tetrabromobenzoic acid 
• 106567-28-6 3-Amino-2,4,6-tribromo-N,N-dimethyl-benzamide 
• 63165-55-9 2,3,4,6-tetrabromo-5-nitro-benzoic acid 

Relevant articles and documents

Preparation method of 2,4,6-tribromobenzoic acid

The invention discloses a preparation method of high purity 2,4,6-tribromobenzoic acid. The preparation method is characterized by comprising the following steps: with pure water as a solvent, reacting m-aminobenzoic acid with bromine at 5-10 DEG C for ri

Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water

The mildly acidic and oxidative nature of graphene oxide, with its large surface area available for catalytic activity, has been explored in aromatic nuclear bromination chemistry for the first time. The versatile catalytic activity of graphene oxide (GO) has been used to selectively and rapidly brominate anilines and phenols in water. The best results were obtained at ambient temperatures using molecular bromine in a protocol promoted by oxidative bromination catalyzed by GO; these transformations proceeded with 100% atom economy with respect to bromine and high selectivities for the tribromoanilines and -phenols. Reduced graphene oxide (r-GO) was observed to form after the second recycle (third use) of GO. This technique is also effective with N-bromosuccinimide (NBS) as the brominating reagent. In the case of NBS, reactions were instantaneous and the GO displayed excellent recyclability without any loss of activity over several cycles.

Effect of structural factors and solvent nature in bromination of anilines

Reaction of electrophilic bromination of aniline containing various ortho, meta, and para substituents in the aromatic ring was studied. The optimal conditions for synthesis of mono-, di-, tri-, and tetrabromo derivatives of aniline and brominated analog of Aniline Black were found.

Oxidative bromination of aniline and its derivatives

Oxidative bromination of aniline and its derivatives containing various substituents (CH3, Cl, NO2, COOH) in ortho, meta, and para positions with a brominating mixture of NaBr (KBr) and 20-22% hydrogen peroxide in 6-8% hydrochloric acid at the molar ratio aniline: NaBr (KBr): H 2O2: HCl = 1: 3.5: 3.2: 4.5 is described.

Photoreaction of nitrobenzenes with hydrobromic acid

Nitrobenzene and three derivatives (3-CO2H, 3-OH, and 4-OH) give tribromoanilines when irradiated in hydrobromic acid.