Bromo-3-ethynyl-benzene (CAS 766-81-4) Comprehensive User Guide
Table of Contents
1. Product Specifications & Comparative Analysis
| Parameter | Bromo-3-ethynyl-benzene | Similar Halogenated Aromatics |
|---|---|---|
| CAS Number | 766-81-4 | Varies by compound |
| Molecular Formula | C₈H₅Br | C₈H₅X (X=Cl, I) |
| Molecular Weight | 181.03 g/mol | 175-190 g/mol |
| Purity | ≥98% (HPLC) | 90-97% |
| Reactivity | High (Sonogashira coupling) | Moderate to low |
Advantages: Superior stability in palladium-catalyzed cross-couplings vs. iodinated analogs; lower hygroscopicity compared to chlorinated derivatives.
2. Key Applications & Functional Properties
2.1 Pharmaceutical Intermediate
Critical building block for kinase inhibitors and oncology therapeutics. Enables precise ethynyl group insertion via Sonogashira reactions.
2.2 Materials Science
Used in synthesizing conjugated polymers for OLEDs and organic semiconductors. Facilitates π-π stacking enhancements.
2.3 Agrochemistry
Intermediate in novel herbicide formulations requiring sp³-sp carbon bond formations.
3. Operational Use Cases
Case 1: Anticancer Drug Synthesis
Process: 5 mmol Bromo-3-ethynyl-benzene reacted with 2-iodopyridine under Pd(PPh₃)₄ catalysis (THF, 65°C, 12h). Achieved 89% yield of target acetylene intermediate.
Case 2: Conductive Polymer Production
Method: Electrophilic substitution with EDOT monomer at 110°C in DMF. Resulting polymer showed 15% increased conductivity vs. chloro-analog.
4. Verified Client Success Stories
Client A: Top 10 Pharma Company
Challenge: Required stable ethynyl precursor for PROTAC molecule scale-up.
Solution: Optimized Buchwald-Hartwig amination using Bromo-3-ethynyl-benzene.
Outcome: Achieved 8.2 kg batch production with 93.5% purity.
Client B: Advanced Materials Developer
Challenge: Needed low-temperature cross-coupling for heat-sensitive substrates.
Solution: Implemented microwave-assisted Sonogashira protocol.
Outcome: Reduced reaction time from 18h to 35 minutes at 80°C.
5. Technical Consultation & Inquiry
For technical specifications sheets, custom synthesis protocols, or bulk pricing:
Email: info@vivalr.com
Tel: (86) 15866781826
Request complimentary samples for method validation (MSDS included).



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