1-BROMO-3-ETHYNYL-BENZENE Cas 766-81-4

Chemical Name: 1-BROMO-3-ETHYNYL-BENZENE
CAS No.: 766-81-4
Molecular Formula: C8H5Br
Molecular Weight: 181.03
Appearance: White Powder

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Bromo-3-ethynyl-benzene (CAS 766-81-4) Comprehensive User Guide

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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