Understanding the Chemical Properties and Synthesis of 4-Amino-3-bromobenzonitrile
For chemists and procurement professionals operating in the fine chemical and pharmaceutical sectors, a deep understanding of key intermediates is crucial. 4-Amino-3-bromobenzonitrile (CAS 50397-74-5) is one such compound, notable for its specific chemical structure and versatile reactivity. As a leading manufacturer, we aim to provide clarity on its properties, synthesis, and safe handling to support your procurement and research efforts.
Chemically, 4-Amino-3-bromobenzonitrile is a substituted benzonitrile. Its molecular formula is C₇H₅BrN₂, with a molecular weight of approximately 197.03 g/mol. The compound typically appears as a gold crystalline powder. Its melting point ranges between 106-110°C, a key physical property for identification and quality control. The presence of three key functional groups—an amino group (-NH₂), a bromine atom (-Br), and a nitrile group (-CN)—on the benzene ring dictates its chemical behavior and applications.
The reactivity of 4-Amino-3-bromobenzonitrile stems from these functional groups. The amino group can participate in various reactions like acylation or diazotization. The bromine atom is susceptible to nucleophilic substitution reactions, allowing for the introduction of different substituents. The nitrile group can be hydrolyzed to a carboxylic acid or reduced to an amine, further expanding its synthetic utility. These characteristics make it an indispensable intermediate for building complex molecules, including pharmaceutical active ingredients and agrochemicals.
Several synthesis routes are commonly employed to produce 4-Amino-3-bromobenzonitrile, each with its advantages and considerations for yield and purity. One prevalent method involves the bromination of a precursor like 3-aminobenzonitrile. Another approach might start with a brominated nitrobenzene derivative, followed by cyanation and subsequent reduction of the nitro group to an amino group. For example, direct bromination using N-Bromosuccinimide (NBS) often yields high regioselectivity for the desired substitution pattern. The choice of synthesis method impacts purity, cost, and scalability, which are critical factors for industrial procurement.
Ensuring high purity is paramount, especially when the compound is destined for pharmaceutical applications. Purity is typically assessed using techniques like High-Performance Liquid Chromatography (HPLC) and Nuclear Magnetic Resonance (NMR) spectroscopy. We, as a manufacturer, adhere to strict quality control protocols to guarantee that our 4-Amino-3-bromobenzonitrile meets the required specifications, often exceeding 97% purity.
Safety in handling is also a critical consideration. 4-Amino-3-bromobenzonitrile is classified with hazard statements such as H302 (Harmful if swallowed), H317 (May cause an allergic skin reaction), and others related to irritation. Therefore, appropriate personal protective equipment (PPE) including gloves, safety goggles, and lab coats, should always be used. Handling should occur in well-ventilated areas, preferably under a fume hood, to minimize exposure risks. Proper storage in a cool, dark place, away from incompatible materials, is also essential.
For companies looking to buy 4-Amino-3-bromobenzonitrile, partnering with a reputable manufacturer and supplier ensures access to high-quality material, reliable supply chains, and competitive pricing, especially for bulk orders from China. Our commitment is to provide not just a chemical, but a foundational component that drives your scientific and commercial success. We encourage you to reach out for detailed specifications and a quote for your procurement needs.
Perspectives & Insights
Agile Reader One
“One prevalent method involves the bromination of a precursor like 3-aminobenzonitrile.”
Logic Vision Labs
“Another approach might start with a brominated nitrobenzene derivative, followed by cyanation and subsequent reduction of the nitro group to an amino group.”
Molecule Origin 88
“For example, direct bromination using N-Bromosuccinimide (NBS) often yields high regioselectivity for the desired substitution pattern.”