Parameter | Value |
---|---|
CAS Number | 100374-07-8 |
Molecular Formula | C9H5BrN2O2 |
Molecular Weight | 267.06 g/mol |
Appearance | Yellow crystalline powder |
Purity | ≥98% (HPLC) |
Melting Point | 182-184°C |
Storage | 2-8°C in inert atmosphere |
Feature | 5-Bromo-8-nitro | 5-Chloro Analog | Unsubstituted Isoquinoline |
---|---|---|---|
Electrophilicity | High | Moderate | Low |
Cross-coupling Reactivity | Superior | Average | Poor |
Thermal Stability | Stable ≤200°C | Stable ≤180°C | Stable ≤150°C |
Critical building block for:
Reaction: Suzuki-Miyaura coupling with boronic ester
Yield: 82% isolated yield
Key Advantage: Enabled selective C-H functionalization
Process: Coordination with Ir(III) metal center
Result: Achieved 18% EQE in prototype devices
Color: Deep red emission (620 nm)
Challenge: Develop third-generation kinase inhibitor
Solution: Used as key intermediate in scaffold hopping
Outcome: 10x improved selectivity vs. competitors
Objective: Create thermally stable electron transport layer
Application: Served as electron-deficient aromatic core
Performance: Increased device lifetime by 40%
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