2-Bromoacetophenone (CAS 70-11-1), commonly referred to as Phenacyl bromide, is a chemical compound that holds considerable significance in the field of organic chemistry. Its utility spans various applications, from serving as a reactive intermediate in complex syntheses to being a crucial component in the development of advanced materials. A thorough understanding of its chemical properties, synthesis, and handling is therefore essential for researchers and manufacturers alike.

Physically, 2-Bromoacetophenone typically presents as a white to off-white crystalline powder. It possesses a defined melting point range, generally between 48-51°C, which indicates its solid state under standard laboratory conditions. Chemically, its structure features an acetophenone core with a bromine atom and a carbonyl group, rendering it a reactive ketone. The bromine atom, being a good leaving group, makes the compound susceptible to nucleophilic attack, a property that underpins many of its synthetic applications.

The synthesis of 2-Bromoacetophenone can be achieved through several established routes. A common method involves the bromination of acetophenone, often utilizing reagents like bromine in the presence of a suitable solvent. The reaction conditions are carefully controlled to ensure selective bromination at the alpha-carbon position, yielding the desired product. Manufacturers often optimize these synthesis pathways to achieve high purity levels, typically exceeding 99%, which is critical for its use in sensitive chemical processes.

The applications of 2-Bromoacetophenone are diverse. It is widely employed as a building block in organic synthesis, particularly in the pharmaceutical industry. Its reactive nature allows it to act as an electrophilic reagent and an acylating agent, facilitating the formation of various carbon-carbon and carbon-heteroatom bonds. This makes it instrumental in the construction of complex molecular frameworks, including those found in pharmaceuticals like Ubenimex. Its purity specifications, such as low volatile content (≤0.2% Max) and a controlled acid value (≤0.5% Max), are important parameters for ensuring reliable performance in these applications.

Proper handling and storage are also crucial considerations when working with 2-Bromoacetophenone. Due to its reactivity and potential lachrymatory properties, it is advisable to handle it in a well-ventilated area, preferably a fume hood, and to use appropriate personal protective equipment. Storage in a cool, dry, and tightly sealed container, away from sources of moisture and direct heat or light, is recommended to maintain its chemical integrity and prevent degradation. By adhering to these guidelines, researchers can effectively leverage the synthetic potential of 2-Bromoacetophenone in their various endeavors.