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HomeProduct name list4-Bromo-2-hydroxybenzoic acid

4-Bromo-2-hydroxybenzoic acid

Synonym(s):4-Bromosalicylic acid

  • CAS NO.:1666-28-0
  • Empirical Formula: C7H5BrO3
  • Molecular Weight: 217.02
  • MDL number: MFCD06797970
  • EINECS: 624-267-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-09-19 18:11:18
4-Bromo-2-hydroxybenzoic acid Structural

What is 4-Bromo-2-hydroxybenzoic acid?

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.

The Uses of 4-Bromo-2-hydroxybenzoic acid

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.

Properties of 4-Bromo-2-hydroxybenzoic acid

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)
color  Orange
InChI InChI=1S/C7H5BrO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,(H,10,11)
CAS DataBase Reference 1666-28-0(CAS DataBase Reference)

Safety information for 4-Bromo-2-hydroxybenzoic acid

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
Precautionary Statement Codes P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for 4-Bromo-2-hydroxybenzoic acid

InChIKey FYAKLZKQJDBBKW-UHFFFAOYSA-N
SMILES C(O)(=O)C1=CC=C(Br)C=C1O

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