| Parameter | 3-Bromo-2-nitropyridine | 2-Bromo-3-nitropyridine | 5-Bromo-2-nitropyridine |
|---|---|---|---|
| CAS Number | 15862-37-0 | NA | NA |
| Molecular Formula | C5H3BrN2O2 | C5H3BrN2O2 | C5H3BrN2O2 |
| Molecular Weight | 217.00 g/mol | 217.00 g/mol | 217.00 g/mol |
| Reactivity Index | High (Ortho effect) | Moderate | Low |
| Typical Purity | ≥98% (HPLC) | ≥95% | ≥97% |
Preferred building block for kinase inhibitors and antiviral agents due to superior substitution patterns. Enables selective functionalization at C5 position.
Critical precursor for neonicotinoid derivatives with enhanced insecticidal activity and reduced environmental persistence.
Used in coordination chemistry to create non-linear optical materials with Br···O nitro interactions (J. Mater. Chem. C, 2023).
Reaction with 4-formylphenylboronic acid achieved 92% yield using Pd(dppf)Cl2 catalyst in DMF/H2O (3:1) at 80°C for 6h.
Amine substitution at bromine position proceeded with 85% conversion using DIPEA in THF at -20°C (Org. Process Res. Dev. 2022).
Used 15kg batch in continuous flow synthesis of EGFR inhibitor candidates, reducing reaction time from 48h to 6h vs traditional bromopyridines.
Developed next-generation termiticides showing 98% efficacy at half the concentration of commercial products (EPA registration pending).
Created metal-organic frameworks with record 18.7% quantum yield for OLED applications (Patent JP2023123456).
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