4-Bromoanisole

4-Bromoanisole is an organic compound with the formula C₆H₄BrOCH₃. It is classified as a bromo derivative of anisole, a type of phenyl ether. The compound is a colorless liquid at room temperature and is used primarily in the synthesis of other organic compounds. Its structure consists of a bromine atom substituted on the benzene ring of anisole.

Properties

4-Bromoanisole has a molecular weight of 187.04 g/mol. It is relatively less dense than water, with a density of approximately 1.398 g/cm³. The boiling point of 4-Bromoanisole is around 219°C, and it has a melting point of -30°C. Being an organic compound, it is insoluble in water but soluble in organic solvents such as ethanol, diethyl ether, and chloroform.

Synthesis

The synthesis of 4-Bromoanisole typically involves the bromination of anisole using bromine in the presence of a catalyst such as iron(III) bromide (FeBr₃). The reaction is an example of electrophilic aromatic substitution, where the bromine atom replaces a hydrogen atom on the benzene ring of anisole.

Applications

4-Bromoanisole is primarily used as an intermediate in the synthesis of other organic compounds. It is a starting material in the production of pharmaceuticals, agrochemicals, and dyes. Its ability to undergo further chemical reactions, such as Suzuki coupling, makes it a valuable compound in organic synthesis.

Safety

Like many organic solvents, 4-Bromoanisole poses certain health and safety risks. It is flammable and should be handled with care, away from open flames and sources of ignition. Inhalation or ingestion of 4-Bromoanisole can cause irritation to the respiratory tract and gastrointestinal tract, respectively. Appropriate safety measures, including the use of personal protective equipment (PPE) such as gloves and goggles, are recommended when handling this chemical.

Environmental Impact

The environmental impact of 4-Bromoanisole has not been extensively studied. However, as with many brominated organic compounds, there is concern regarding its persistence in the environment and potential to bioaccumulate. Proper disposal methods should be followed to minimize its environmental footprint.