Understanding Bromoacetyl Bromide (CAS 598-21-0) for Organic Synthesis
Bromoacetyl bromide, bearing the CAS number 598-21-0, is a halogenated acyl halide that holds a significant position in the toolkit of synthetic organic chemists. Its dual reactivity, stemming from both the carbonyl group and the alpha-bromine atom, makes it a versatile reagent for introducing the bromoacetyl moiety into various organic substrates. For researchers and formulators seeking to enhance their synthesis capabilities, a thorough understanding of this compound is invaluable.
Chemically, Bromoacetyl bromide (C2H2Br2O) is characterized by a molecular weight of 201.84 and a density of approximately 2.317 g/mL at 25°C. It typically appears as a liquid with a boiling point around 148.5 °C. Its highly reactive nature means it is sensitive to moisture and requires careful handling under inert conditions. The presence of the bromine atom alpha to the carbonyl group makes it an excellent electrophile, readily undergoing nucleophilic substitution reactions. This characteristic is fundamental to its use as an alkylating agent.
One of the most common applications of Bromoacetyl bromide is in acylation reactions. It reacts efficiently with alcohols to form bromoacetates, and with amines to yield bromoacetamides. These derivatives can then be further transformed through various chemical pathways. For example, the bromine atom can be displaced by other nucleophiles, or it can participate in reactions like the Favorskii rearrangement. This allows for the construction of more complex molecular architectures.
In the realm of pharmaceutical synthesis, Bromoacetyl bromide is employed to create precursors for a wide array of drugs. Its ability to form stable linkages and introduce specific functional groups is critical in building the complex carbon skeletons of many APIs. Researchers often utilize it in the synthesis of heterocyclic compounds, which are prevalent in many biologically active molecules. The efficiency and predictability of these reactions are key reasons for its continued use.
Furthermore, Bromoacetyl bromide finds application in the development of novel agrochemicals, contributing to the synthesis of compounds designed for crop protection and enhancement. Its utility extends to the creation of specialized dyes and fine chemicals, where precise molecular design is paramount. When sourcing this reagent, it is crucial to partner with a reliable manufacturer or supplier who can guarantee the purity and quality required for successful experimental outcomes or production runs.
For those looking to buy Bromoacetyl bromide, understanding its chemical behavior and potential hazards is as important as securing a consistent supply. Always consult the Material Safety Data Sheet (MSDS) before use and ensure appropriate personal protective equipment (PPE) is worn. Exploring options from reputable manufacturers, particularly those offering high purity grades, will ensure the success of your synthetic endeavors.
Perspectives & Insights
Data Seeker X
“Chemically, Bromoacetyl bromide (C2H2Br2O) is characterized by a molecular weight of 201.”
Chem Reader AI
“Its highly reactive nature means it is sensitive to moisture and requires careful handling under inert conditions.”
Agile Vision 2025
“The presence of the bromine atom alpha to the carbonyl group makes it an excellent electrophile, readily undergoing nucleophilic substitution reactions.”