1666-28-0

Basic information

• Product Name: 4-Bromo-2-hydroxybenzoic acid
• Synonyms: 4-BROMOSALICYLIC ACID;4-BROMO-2-HYDROXYBENZOIC ACID;4-Bromo-2-Hydroxybenzoic Acid 2-Hydroxy-4-Bromobenzoic Acid;2-Hydroxy-4-bromobenzoicacid;4-Bromo-2-hydroxybenzoic acid 98%;4-Bromosalicyclic acid;4-Bromosalicylic acid, 5-Bromo-2-carboxyphenol;4-Bromosalicylic acid, >=98%
• CAS NO: 1666-28-0
• Molecular Formula: C₇H₅BrO₃
• Molecular Weight: 217.02
• EINECS: 1312995-182-4
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Acids & Esters;Bromine Compounds
• Mol File: 1666-28-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 164-165°C
• Boiling Point: 330.2 °C at 760 mmHg
• Flash Point: 153.5 °C
• Appearance: /
• Density: 1.861 g/cm³
• Vapor Pressure: 6.78E-05mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 2.71±0.10(Predicted)
• CAS DataBase Reference: 4-Bromo-2-hydroxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-hydroxybenzoic acid(1666-28-0)
• EPA Substance Registry System: 4-Bromo-2-hydroxybenzoic acid(1666-28-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-52/53
• Safety Statements: 22-24/25-61
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 1666-28-0(Hazardous Substances Data)

Usage

Description

4-Bromo-2-hydroxybenzoic acid, also known as bromosalicylic acid, is a chemical compound with the molecular formula C7H5BrO3. It is a derivative of salicylic acid, featuring a bromine atom attached to the benzene ring. 4-Bromo-2-hydroxybenzoic acid is recognized for its potential applications in various fields due to its unique chemical structure and properties.

Uses

Used in Pharmaceutical Industry:
4-Bromo-2-hydroxybenzoic acid is used as a building block for the synthesis of pharmaceuticals due to its versatile chemical properties. Its anti-inflammatory and pain-relieving properties make it a potentially important ingredient in medications, contributing to the development of new therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Bromo-2-hydroxybenzoic acid serves as a key component in the synthesis of various agrochemicals. Its antimicrobial and antifungal activities enhance its utility in creating products that protect crops and enhance agricultural yields.
Used in Antimicrobial Applications:
4-Bromo-2-hydroxybenzoic acid is utilized as an antimicrobial agent across different industries. Its ability to inhibit the growth of microorganisms makes it suitable for use in products that require preservation and sanitation, such as in cosmetics, food packaging, and medical devices.
Used in Antifungal Applications:
Similarly, the antifungal properties of 4-Bromo-2-hydroxybenzoic acid make it a valuable component in antifungal formulations. It can be incorporated into products to prevent fungal infections and contamination, particularly in environments prone to mold and fungal growth.

InChI:InChI=1/C7H5BrO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,(H,10,11)

Upstream product

• 65-49-6 4-Aminosalicylic acid 
• 591-20-8 3-Bromophenol 
• 124-38-9 carbon dioxide 
• 586-76-5 4-Bromobenzoic acid 
• 614-80-2 2-(acetylamino)phenol 
• 95-55-6 2-amino-phenol 
• 88-75-5 2-hydroxynitrobenzene 
• 108-95-2 phenol 
• 22532-62-3 4-bromosalicylaldehyde 
• 69-72-7 salicylic acid 
• 298-14-6 potassium hydrogencarbonate 
• 99-06-9 3-Carboxyphenol 
• 72135-36-5 4-bromo-2-methoxybenzoic acid 

Downstream Products

• 142167-44-0 4,5-dibromo-2-hydroxybenzoic acid 
• 72135-36-5 4-bromo-2-methoxybenzoic acid 
• 939983-36-5 ethyl 4-bromo-2-ethoxybenzoate 
• 693257-30-6 4-bromo-N-(3-chloro-phenyl)-2-hydroxy-benzamide 
• 314240-85-2 ethyl 4-bromo-2-hydroxybenzoate 
• 139102-34-4 methyl 4-bromo-2-methoxybenzoate 
• 90481-37-1 2-(2'-hydroxy-4-bromophenyl)benzothiazole 

Relevant articles and documents

Carboxylation of Phenols with CO2 at Atmospheric Pressure

A convenient and efficient method for the ortho-carboxylation of phenols under atmospheric CO2 pressure has been developed. This method provides an alternative to the previously reported Kolbe-Schmitt method, which requires very high pressures of CO2. The addition of a trisubstituted phenol has proved essential for the successful carboxylation of phenols with CO2 at standard atmospheric pressure, allowing the efficient preparation of a broad variety of salicylic acids.

Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids

A simple Pd(OAc)2 catalyzed ortho-hydroxylation of benzoic acids using TBHP as the sole oxidant has been explored. This protocol features relatively broad substrate scope and operational simplicity. The compatibility of ortho-substituted substrates is an effective complement to the previous ortho-hydroxylation reaction.

Synthesis, characterization, crystal structure, catalytic activity in oxidative bromination, and thermal study of a new oxidovanadium Schiff base complex containing O, N-bidentate Schiff base ligand

A new oxidovanadium(IV) Schiff base complex, VOL2 (1), HL = 2-{(E)-[2-(bromoethyl)imino]methyl}-6-methoxy phenol, containing ethyl bromide pendant group was synthesized by direct reaction of HL and VO(acac)2 in the ratio of 2: 1 in methanol at reflux. The Schiff base ligand and its vanadyl complex were characterized by FT-IR spectra and CHN analysis. Additionally, the Schiff base ligand has been characterized by 1H NMR spectroscopy. The crystal structure of 1 was also determined by single-crystal X-ray analysis, showing the distorted square-pyramidal N2O3 coordination around vanadium(IV). The catalytic activity of 1 was studied in the oxidative bromination of 2-nitrophenol as a model substrate, and different reaction parameters were investigated. The oxidative bromination of some organic compounds in the presence of 1 in optimal conditions showed that it was an effective and selective catalyst in those optimal conditions. Thermogravimetric analysis of 1 showed that it decomposed in two stages. 1 was thermally decomposed in air at 660 °C, and the XRD pattern of the obtained solid showed the formation of the V2O5 nanoparticles with average size of 34 nm.