4-Bromo-2-hydroxybenzoic acid Chemical Properties

Melting point:

164-165°C

Boiling point:

330.2±32.0 °C(Predicted)

Density 

1.861±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

2.71±0.10(Predicted)

form 

powder

color 

Orange

InChI

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

InChIKey

FYAKLZKQJDBBKW-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=C(Br)C=C1O

CAS DataBase Reference

1666-28-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-52/53

Safety Statements 

22-24/25-61

RIDADR 

2811

WGK Germany 

3

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

2918290090

4-Bromo-2-hydroxybenzoic acid Usage And Synthesis

Chemical Properties

4-Bromo-2-hydroxybenzoic acid is a solid at normal temperature and pressure. It is stable at normal temperature and decomposes into phenol and carbon dioxide after rapid heating. It has some acidic properties.

Uses

2-Hydroxy-4-bromobenzoic acid is used as an anti-scorch agent in drug molecules and rubber industry, as well as an intermediate in the production of ultraviolet absorbers and foaming agents.

Synthesis

Under nitrogen atmosphere, add copper (II) bromide (8.8 g, 39.4 mmol, 1.2 equivalents), acetonitrile (50 ml), and 4-aminosalicylic acid (5.1 g, 49.5 mmol) to the vacuum-dried reaction flask, 1.5 equivalent). The reaction mixture was cooled to 0°C, and 2-hydroxy-4-bromobenzoic acid precursor (5.0 g, 32.6 mmol, 1.0 equiv) was added portion-wise. Additional acetonitrile (25 mL) was added to the mixture and stirred at 0 °C for 2 h. The organic extracts were combined and washed with 20% aqueous hydrochloric acid, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was dissolved in diethyl ether, and the resulting solution was extracted with 15% sodium hydroxide aqueous solution. The aqueous solution was washed with diethyl ether, acidified to pH 1 with 6N hydrochloric acid aqueous solution, and the mixture was extracted with diethyl ether. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was treated with chloroform, and the precipitate collected by filtration was 4-Bromo-2-hydroxybenzoic acid.

4-Bromo-2-hydroxybenzoic acid(1666-28-0)Related Product Information

• 5-Sulfosalicylic acid dihydrate
• 4-Hydroxybenzoic acid
• Methylparaben
• Methyl salicylate
• 4-Bromobenzoic acid
• Sodium salicylate
• 4-HYDROXYBENZOIC ACID N-AMYL ESTER
• Salicylic acid
• Butylparaben
• 3-Hydroxybenzoic acid
• 4-Bromomethylbenzoic acid
• Acetylsalicylic acid
• 4-BROMO-2-METHOXYBENZALDEHYDE
• 4-Bromo-2-methylphenol
• 5-BROMO-2-HYDROXYBENZOIC ACID,5-BROMOSALICYLIC ACID / 5-BROMO-2-HYDROXYBENZOIC ACID
• Bromine
• 3-BROMO-4-HYDROXYBENZOIC ACID,3-BROMO-4-HYDROXYBENZOIC ACID HYDRATE
• 4-BROMO-2,5-DIMETHOXYBENZOIC ACID