The synthesis of organosulfur compounds is a cornerstone of modern organic chemistry, with applications spanning pharmaceuticals, materials science, and fine chemicals. 4-Bromothiophenol (CAS 106-53-6) emerges as a pivotal building block for these endeavors, offering a unique combination of functionalities. As a supplier specializing in research chemicals, we aim to empower R&D scientists by providing insights into the utility of this compound and facilitating its procurement.

The Chemistry of 4-Bromothiophenol in Sulfur Synthesis

4-Bromothiophenol, also known as 4-bromobenzenethiol, is characterized by its aromatic ring substituted with a thiol group (-SH) and a bromine atom at the para position. This structure (C6H5BrS) dictates its reactivity. The thiol group is nucleophilic and can undergo various transformations such as S-alkylation, S-acylation, and oxidation to disulfides. The bromine atom, conversely, is an excellent leaving group for nucleophilic aromatic substitution and a key handle for transition-metal catalyzed cross-coupling reactions.

Key synthetic strategies employing 4-Bromothiophenol include:

  • Thioether Formation: The reaction of 4-Bromothiophenol with alkyl halides or activated aryl halides under basic conditions readily yields thioethers. This is a fundamental transformation for incorporating sulfur into complex molecular architectures. Researchers seeking to buy this compound often do so for precisely this type of coupling.
  • Disulfide Synthesis: Mild oxidation of 4-Bromothiophenol, for instance with iodine or hydrogen peroxide, leads to the formation of the corresponding disulfide, bis(4-bromophenyl) disulfide. These disulfides can themselves be useful intermediates or final products.
  • Cross-Coupling Reactions: The bromine atom on the aromatic ring is highly amenable to palladium-catalyzed cross-coupling reactions like Suzuki-Miyaura (with boronic acids), Heck (with alkenes), and Sonogashira (with alkynes). These reactions allow for the efficient construction of C-C bonds, attaching diverse organic fragments to the brominated thiophenol core.
  • Heterocycle Construction: 4-Bromothiophenol can be incorporated into various heterocyclic ring systems, such as benzothiophenes or thiazoles, through cyclization reactions often involving either the thiol group or the activated aryl ring.

Sourcing Considerations for R&D Scientists

For researchers needing to buy 4-Bromothiophenol for their laboratory work, several sourcing aspects are crucial:

  • Purity and Consistency: Ensuring high purity (typically 97% or greater) is vital for reproducible results in sensitive synthetic procedures. As a supplier, we guarantee the quality of our 4-Bromothiophenol, providing lot-specific Certificates of Analysis (CoA) upon request.
  • Availability and Lead Time: Timely access to reagents is critical for research momentum. We maintain stock and have efficient production capabilities to minimize lead times.
  • Technical Support: Our team is available to provide information on product handling, safety, and potential applications in your specific synthesis.
  • Competitive Pricing: We understand budget constraints in research. By partnering with us, you can obtain high-quality 4-Bromothiophenol at competitive prices, often with options for smaller research quantities.

We are dedicated to supporting innovation in synthetic chemistry by providing reliable access to essential building blocks like 4-Bromothiophenol. We encourage R&D scientists to reach out to us for their chemical needs, to request samples, and to secure competitive quotations for their projects. Unlock new synthetic possibilities with our high-quality intermediates.