Product Overview: 4-Bromodibenzothiophene (CAS No. 97511-05-2) is an aromatic compound featuring a central thiophene ring fused to two benzene rings, with a bromine atom substituted at the 4-position. This structure imparts a unique combination of thermal stability, electronic properties, and chemical reactivity. The bromine atom serves as a versatile functional group, enabling a wide range of transformations, most notably metal-catalyzed cross-coupling and lithiation reactions. Its rigid, planar dibenzothiophene core, combined with a reactive bromine handle,makes it an ideal precursor for developing novel materials for organic electronics, particularly OLEDs, and for creating pharmacologically active compounds. Frequently Asked Questions (FAQ): 1. What are the features for 4-Bromodibenzothiophene compared with other OLED chemicals? We have been specializing in fine chemicals and OLED intermediates, I have encountered countless specialty compounds over the years. 4-Bromodibenzothiophene is one of those chemicals that worthy be recommended. This halogenated polycyclic aromatic heterocycle—comprising a dibenzothiophene core with a bromine substituent at the 4-position—has emerged as one of the most indispensable building blocks in advanced organic electronics and pharmaceutical R&D. Whether you are developing next-generation OLED displays or synthesizing targeted kinase inhibitors, this compound delivers performance that generic alternatives simply cannot match.
2. What is the common synthetic route involves? Dissolving dibenzothiophene in THF at –40 °C ; Adding 2.5 M n-butyllithium (n-BuLi) dropwise, reacting for 1 h. Raising temperature to 0 °C, then adding 1,2-dibromoethane dropwise at –78 °C ; Warming to room temperature, stirring 12 h. Removing solvent by distillation, extracting with water and chloromethane, concentrating, and recrystallizing from chloromethane/hexane to yield a white solid in ~95% yield 3. What Quality and Service Assurance do we deliver? Trust is earned through consistency in business. Every batch of 4-bromodibenzothiophene we supply undergoes rigorous quality control. Please Contact: Joy@coreychem.com to get more info:
- Purity: ≥98.0% verified by GC; Appearance: White to almost white powder/crystal
- COA provided with every shipment; ISO-certified production
Deep technical knowledge – I understand the chemistry, not just the price list Reliable supply chain – Multi-ton production capacity with consistent quality Flexible logistics – Air freight, sea freight, and door-to-door delivery options Regulatory support – Full documentation that assist for customs clearance 4. Why the peri (C4) position is chemically valuable? Because C4 is peri to sulfur, any substituent installed there is sterically compressed and cannot lie coplanar with the core. In OLED materials this twist is deliberately used to tune the triplet energy , break unwanted conjugation, and suppress aggregation-caused quenching. The bromine at C4 promotes efficient intersystem crossing; single-crystal photophysics of 4-bromodibenzothiophene show essentially pure room-temperature phosphorescence with no competing fluorescence, unlike unsubstituted dibenzothiophene which dual-emits. That is exactly what a phosphorescent-OLED (PhOLED) host needs. 4-Bromodibenzothiophene single crystals are two-dimensionally elastically deformable and show a ~20 nm deformation-induced phosphorescence shift — a smart-material property absent in the parent dibenzothiophene.
Main application fields: 1) Organic optoelectronic materials (core use) — key building block for OLED host/charge-transport materials, organic semiconductors, and OFETs/organic photovoltaics. OLED host materials and charge-transport layers — used to build electron-transport (ETL) and hole-transport (HTL) layers as well as emissive layer hosts, particularly for phosphorescent OLEDs (PhOLEDs) where pure triplet-state harvesting is needed. Organic semiconductors for OFETs — the rigid, planar dibenzothiophene core is well-suited for high-performance p-type organic thin-film transistors. Organic photovoltaics (OPVs) — used in constructing conjugated donor/acceptor frameworks. 2)Liquid Crystals & Advanced Materials-- A raw material for synthesizing liquid-crystal intermediates and dibenzothiophene-based functional monomers. Supports research into high-performance charge-carrier materials. 3)Pharmaceutical intermediates — used to build sulfur-containing heterocyclic drug scaffolds, e.g., kinase inhibitor (EGFR/JAK2) programs. Kinase inhibitors — notably reported in EGFR and JAK2 inhibitor programs. Antimicrobial and antitumor drug scaffolds — pharmacophoric groups are introduced through transition-metal-catalyzed couplings or nucleophilic substitution. Literature also references its role in building dibenzothiophene-S,S-dioxide-based drug candidates. 4)General organic synthesis — a versatile building block for constructing extended π-conjugated molecules and dibenzothiophene-based monomers/polymers. Used as a model compound for studying charge-carrier mobility in thin films (via Langmuir–Blodgett or thermal evaporation techniques). Conclusion: 4-Bromodibenzothiophene is a versatile heterocyclic organic compound that serves as a critical building block in the synthesis of complex molecules for materials science and medicinal chemistry. Its utility in forming C-N and C-C bonds through robust palladium-catalyzed coupling reactions, as well as its capacity for functionalization via lithiation, allows for the systematic design and synthesis of novel, high-performance molecules.
📩 Let’s Connect! --I welcome inquiries, technical discussions, and sample requests. Product manager: Joy Wu CONTACT/Email address: Joy@coreychem.com
