2-Chloroacetophenone (CAS No: 532-27-4) is an important organic compound widely used as an intermediate in chemical synthesis and research. Known for its strong reactivity and versatility, this compound plays a crucial role in producing pharmaceuticals, agrochemicals, and fine chemicals. Its unique chemical structure, combining both aromatic and halogenated features, makes it a valuable building block for complex organic reactions.
Chemical Name: 2-Chloroacetophenone
CAS Number: 532-27-4
Molecular Formula: C₈H₇ClO
Molecular Weight: 154.59 g/mol
Appearance: Colorless to pale yellow crystalline solid
Boiling Point: Approximately 244°C
Melting Point: 20–22°C
2-Chloroacetophenone is a halogenated ketone derived from acetophenone. Its reactive chloro group at the alpha position enhances its ability to participate in nucleophilic substitution and condensation reactions.
High Reactivity:
The presence of both the chloro and carbonyl groups enables diverse reactions such as substitutions, condensations, and reductions.
Stability:
It remains stable under controlled storage conditions but should be handled carefully as it is sensitive to moisture and strong oxidizing agents.
Solubility:
Soluble in organic solvents like ethanol, benzene, and ether, making it suitable for a wide range of organic synthesis processes.
2-Chloroacetophenone is a key intermediate in the synthesis of various active pharmaceutical ingredients (APIs). It is used to produce compounds with anti-inflammatory, analgesic, and antimicrobial properties.
This compound is also utilized in the production of agrochemicals, particularly as a precursor in the synthesis of pesticides and herbicides that require a chloroacetic or phenyl ketone backbone.
Due to its aromatic ketone structure, 2-Chloroacetophenone serves as a building block in the synthesis of aromatic esters and other fragrance intermediates used in perfumery and flavoring agents.
In laboratories, it is frequently employed for studying nucleophilic substitution reactions, carbonyl chemistry, and as a model compound in mechanistic organic research.
2-Chloroacetophenone must be handled with care due to its irritant properties. Prolonged exposure may cause irritation to the skin, eyes, and respiratory system.
Safety Recommendations:
Use in a well-ventilated area or fume hood.
Wear protective gloves, goggles, and clothing.
Store in a cool, dry, and tightly sealed container away from heat and oxidizing agents.
2-Chloroacetophenone (CAS No: 532-27-4) is a versatile compound that holds great significance in chemical synthesis. Its wide range of applications—from pharmaceuticals to agrochemicals—makes it an essential component in both industrial and research chemistry. With proper handling and storage, it continues to be a valuable reagent for developing innovative and complex organic molecules.
