General Description
Brown solid with a sweet odor.
Reactivity Profile
Vapor may form highly reactive mixtures in air.
Air & Water Reactions
This material is sensitive to prolonged exposure to air. Vapor may form highly reactive mixtures in air . Insoluble in water.
Fire Hazard
Flash point data are not available for this chemical, but P-BROMOANILINE is probably combustible.
Chemical Properties
brown crystals
Uses
4-Bromoaniline(106-40-1) is a brominated aniline that is commonly used as a building block in the preparation of pharmaceutical and organic compounds. It is used in the preparation of azo dyes and is condensed with formaldehyde to prepare dihydroquinazolines. In addition, 4-Bromoaniline is also used as an intermediate in the production of other chemicals such as metobromuron, a herbicide, and resorantel, an antiparasitic agent.
Preparation
4-bromoaniline can be made by reacting aniline with bromine with a protection with acetyl chloride.
Biological Activity
4-Bromoaniline reduces gluconeogenesis in renal cortical slices obtained from the kidneys of untreatedmale Fischer 344 rats.
Synthesis
RGO/Cu NPs (25 mg), arylboronic acid (1.0 mmol), K2CO3(1.3 mmol), 25-28% aqueous ammonia (5 mmol) and methanol(4 mL) were added to a 50 mL round-bottomed flask. The reactionmixture was stirred under reflux conditions for the appropriatetime. After completion of the reaction as monitored by TLC, themixture was filtered, and the solvent of the filtrate was removedunder vacuum with the aid of a rotary evaporator. The residue waspurified by column chromatography on silica gel to afford 4-Bromoaniline.
Purification Methods
Crystallise the aniline (with appreciable loss) from aqueous EtOH. The benzoyl derivative has m 204o (from EtOH). [Beilstein 12 IV 1497.]
