Bromoacetophenone

Bromoacetophenone

Bromoacetophenone is an organic compound that belongs to the class of aromatic ketones. It is a brominated derivative of acetophenone and is used in various chemical applications, including as an intermediate in organic synthesis.

Chemical Structure and Properties

Bromoacetophenone has the chemical formula C₈H₇BrO. It consists of a phenyl group (C₆H₅) attached to a carbonyl group (C=O) and a bromine atom (Br) attached to the alpha carbon adjacent to the carbonyl group.

Physical Properties

• Molecular Weight: 199.05 g/mol
• Appearance: White to off-white crystalline solid
• Melting Point: 48-50 °C
• Boiling Point: 233-234 °C
• Solubility: Slightly soluble in water, soluble in organic solvents such as ethanol and ether

Synthesis

Bromoacetophenone can be synthesized through the bromination of acetophenone. This reaction typically involves the use of bromine (Br₂) in the presence of a catalyst or under specific conditions to ensure selective bromination at the alpha position.

Applications

Bromoacetophenone is used primarily as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its reactivity makes it a valuable building block in organic chemistry.

Safety and Handling

Bromoacetophenone should be handled with care, as it can be an irritant to the skin, eyes, and respiratory system. Appropriate personal protective equipment (PPE) such as gloves and goggles should be used when handling this compound.

Related Compounds

• Acetophenone
• Chloroacetophenone
• Fluoroacetophenone

See Also

• Aromatic ketones
• Bromination

References

• Smith, J. (2020). Organic Chemistry: Principles and Mechanisms. New York: Academic Press.
• Brown, T. (2018). Advanced Organic Synthesis. London: Wiley.