9-Bromo-1-nonene (CAS 89359-54-6) is a valuable chemical intermediate widely used in various sectors, including pharmaceuticals, agrochemicals, and materials science. Its structure, featuring a terminal alkene and a primary alkyl bromide, grants it significant synthetic versatility. This article provides a comprehensive overview of its properties, common synthesis routes, reactivity, and key applications, highlighting its importance as a fine chemical. As a dedicated manufacturer and supplier, we ensure a reliable source of high-purity 9-bromo-1-nonene for your industrial and research needs.

Chemical Properties and Synthesis

9-Bromo-1-nonene is a colorless to pale yellow transparent liquid with a molecular formula of C₉H₁₇Br and a molecular weight of 205.13 g/mol. It has a boiling point of approximately 219.4°C at 760 mmHg and a density of 1.106 g/cm³. The compound's high purity (≥97.0%) is crucial for its effectiveness in subsequent reactions.

Several synthetic methodologies exist for producing 9-bromo-1-nonene. A common method involves the direct bromination of 1-nonene. This reaction is typically carried out using bromine (Br₂) in an inert solvent such as diethyl ether or dichloromethane. To achieve the desired regioselectivity and avoid dibromination, reaction conditions, including temperature and stoichiometry, are carefully controlled. For instance, performing the reaction at 0°C followed by room temperature stirring, and quenching with sodium bicarbonate solution, helps optimize yield and purity. Another significant synthetic route is the anti-Markovnikov hydrobromination of 1,8-nonadiene using hydrogen bromide (HBr) in the presence of peroxides. This radical-initiated addition selectively places the bromine atom at the terminal carbon of one of the double bonds. Modern approaches are also exploring catalytic methods and flow chemistry to enhance efficiency and sustainability. For those seeking to buy 9-bromo-1-nonene, understanding these synthesis methods helps appreciate the quality and control involved.

Reactivity and Applications

The dual functionality of 9-bromo-1-nonene dictates its reactivity. The primary alkyl bromide moiety readily participates in nucleophilic substitution (SN2) reactions, allowing for the introduction of various functional groups and the formation of new carbon-heteroatom bonds. This is a fundamental step in alkylation processes. The terminal alkene can undergo electrophilic addition reactions, radical additions, hydroboration-oxidation, and polymerization. This dual reactivity makes it an invaluable intermediate for complex organic synthesis.

Key applications include:

  • Pharmaceutical Intermediates: It is a crucial building block for synthesizing active pharmaceutical ingredients (APIs), such as the breast cancer drug Fulvestrant, and various other complex medicinal compounds.
  • Agrochemicals: Used in the synthesis of pesticides and herbicides, where the long carbon chain can influence lipophilicity and biological activity.
  • Polymer Science: Serves as a monomer for creating functional polymers and for surface modification, leading to materials with tailored properties.
  • Specialty Chemicals: Employed in the production of dyes, electronic chemicals (e.g., for OLEDs), and surfactants.

As a reliable 9-bromo-1-nonene supplier, we understand the importance of consistent quality and availability. Our commitment to stringent purity standards (≥97.0%) ensures that you receive a high-performance intermediate for your demanding applications. For inquiries about 9-bromo-1-nonene price and bulk purchase options, please contact us.

Conclusion

9-Bromo-1-nonene is a cornerstone chemical intermediate, essential for innovation across multiple industries. Its versatile reactivity and dual functionality make it indispensable for complex organic synthesis. By choosing a reputable manufacturer of 9-bromo-1-nonene, you secure access to a high-quality product that supports your R&D and production goals. We invite you to explore our offerings and experience the reliability and quality we provide.