ChemicalBook--->CAS DataBase List--->28547-28-6

28547-28-6

28547-28-6 Structure

28547-28-6 Structure
IdentificationBack Directory
[Name]

2-Bromo-4-hydroxybenzoicacid
[CAS]

28547-28-6
[Synonyms]

2-Bromo-4-hydroxybenzoicacid
Benzoic acid, 2-bromo-4-hydroxy-
[Molecular Formula]

C7H5BrO3
[MDL Number]

MFCD16999959
[MOL File]

28547-28-6.mol
[Molecular Weight]

217.02
Chemical PropertiesBack Directory
[Melting point ]

151 °C
[Boiling point ]

366.3±32.0 °C(Predicted)
[density ]

1.861±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

powder
[pka]

3.22±0.10(Predicted)
[color ]

Off-white
Safety DataBack Directory
[HS Code ]

2918999090
Hazard InformationBack Directory
[Uses]

2-Bromo-4-hydroxybenzoic acid is a bromo derivative of hydroxybenzoic acid, a useful building block. 2-Bromo-4-hydroxybenzoic acid has been used in the preparation of urolithins which interfere with the CYP1B1 protein which is linked with prostate cancer.
[Synthesis]

Benzaldehyde, 2-broMo-4-hydroxy

22532-60-1

2-Bromo-4-hydroxybenzoicacid

28547-28-6

2-Bromo-4-hydroxybenzaldehyde (1.7 g, 8.46 mmol, 1.0 equiv) was used as starting material and dissolved in 30 mL of 2 M aqueous sodium hydroxide solution. Potassium permanganate (2.7 g, 16.92 mmol, 2.0 equiv) was added in batches under ice bath cooling conditions. The reaction mixture was then slowly warmed to room temperature with continuous stirring for 2 hours. After completion of the reaction, the insoluble impurities were removed by filtration and the filtrate was washed once with dichloromethane. To the filtrate, 2 M aqueous hydrochloric acid was slowly added and the pH was adjusted to 1. The aqueous phase was extracted with ethyl acetate, the organic phases were combined and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to give the white solid product 2-bromo-4-hydroxybenzoic acid (1.6 g, 88% yield).

[References]

[1] Patent: CN107383024, 2017, A. Location in patent: Paragraph 0481
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromo-4-hydroxybenzoicacid(28547-28-6)1HNMR
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