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

General 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 and contains a bromine atom attached to the benzene ring. 4-Bromo-2-hydroxybenzoic acid is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It exhibits anti-inflammatory and pain-relieving properties, making it a potentially important ingredient in medication. Additionally, 4-Bromo-2-hydroxybenzoic acid has been found to possess antimicrobial and antifungal activity, adding to its potential applications in various industries.

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

Upstream product

• 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 
• 591-20-8 3-Bromophenol 
• 124-38-9 carbon dioxide 
• 69-72-7 salicylic acid 
• 298-14-6 potassium hydrogencarbonate 
• 65-49-6 4-Aminosalicylic acid 
• 99-06-9 3-Carboxyphenol 
• 72135-36-5 4-bromo-2-methoxybenzoic acid 

Downstream Products

• 90481-37-1 2-(2'-hydroxy-4-bromophenyl)benzothiazole 
• 139102-34-4 methyl 4-bromo-2-methoxybenzoate 
• 142167-44-0 4,5-dibromo-2-hydroxybenzoic acid 
• 314240-85-2 ethyl 4-bromo-2-hydroxybenzoate 
• 693257-17-9 benzyl 2-(benzyloxy)-4-bromobenzoate 
• 72135-36-5 4-bromo-2-methoxybenzoic acid 
• 942414-81-5 (5-Bromo-2-formyl-phenoxy)-acetic acid ethyl ester 
• 194163-04-7 4-Bromo-2-methoxymethoxy-benzoic acid ethyl ester 
• 194163-05-8 4-bromo-2-(methoxymethoxy)benzaldehyde 
• 22532-62-3 4-bromosalicylaldehyde 
• 693257-40-8 2-acetoxy-4-bromo-N-(3-chlorophenyl)benzamide 
• 693257-19-1 2-(benzyloxy)-4-bromobenzoic acid 
• 222986-83-6 2-hydroxy-4-(4-pyridyl)benzoic acid 
• 1154059-66-1 4-bromo-2-hydroxy-N-(2-sulfamoylphenylsulfonyl)benzamide 

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.

Regioselective ortho-carboxylation of phenols catalyzed by benzoic acid decarboxylases: A biocatalytic equivalent to the Kolbe-Schmitt reaction

The enzyme catalyzed carboxylation of electron-rich phenol derivatives employing recombinant benzoic acid decarboxylases at the expense of bicarbonate as CO2 source is reported. In contrast to the classic Kolbe-Schmitt reaction, the biocatalytic equivalent proceeded in a highly regioselective fashion exclusively at the ortho-position of the phenolic directing group in up to 80% conversion. Several enzymes were identified, which displayed a remarkably broad substrate scope encompassing alkyl, alkoxy, halo and amino- functionalities. Based on the crystal structure and molecular docking simulations, a mechanistic proposal for 2,6-dihydroxybenzoic acid decarboxylase is presented.