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2-(4-Bromophenyl)benzoxazole
1. Basic Information
Name: 2-(4-Bromophenyl)benzoxazole
CAS No.: 3164-13-4
Molecular Formula: C13H8BrNO
Molecular Weight: 274.11
Category: Brominated benzoxazole fused heterocyclic optoelectronic & pharmaceutical intermediate
2. Physical and Chemical Properties
Physical Properties
- Appearance: Off-white to pale yellow crystalline powder
- Odor: Faint aromatic heterocyclic odor
- Solubility: Soluble in THF, toluene, chloroform, dichloromethane; slightly soluble in hot ethanol/methanol; insoluble in water and aliphatic alkanes
- Melting Range: 128–132 °C
- Hygroscopy: Non-hygroscopic under normal ambient humidity
- Aqueous Property: Lipophilic neutral oxygen-nitrogen fused heterocycle, insoluble in pure water
Chemical Properties
- Molecular Structure: Benzoxazole parent ring coupled with para-bromobenzene at position 2
- Aryl Bromide Reactivity: C-Br bond undergoes Suzuki, Buchwald, Sonogashira cross-coupling to construct conjugated luminescent skeletons
- Benzoxazole Ring Characteristic: High thermal stability, rigid conjugated structure with good fluorescence performance
- Thermal Stability: Stable below 120 °C; suitable for vacuum thermal evaporation of organic optoelectronic devices
- Photostability: Moderately sensitive to UV light; long-time irradiation generates oxidative impurities and darkens the solid
- Compatibility: Compatible with most aromatic aprotic solvents; incompatible with strong oxidants, concentrated strong alkali and heavy metal catalysts
3. Main Application Fields
1. Organic Optoelectronic Material Intermediate (Core Application)
Raw material for OLED light-emitting layer hosts, fluorescent dyes, organic photoconductors; benzoxazole unit enhances luminous efficiency and thermal stability of optoelectronic devices
2. Pharmaceutical Synthetic Intermediate
Building block for antibacterial, anti-tumor and kinase inhibitor APIs containing benzoxazole skeleton
3. HPLC Reference Standard
Reference substance for quality detection of bromobenzoxazole intermediates in fine chemical production
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 3164-13-4 |
| Molecular Formula | C13H8BrNO |
| Appearance | Uniform off-white crystalline powder without foreign particles |
| HPLC Purity | Optoelectronic Grade ≥99.5%; Synthetic Intermediate Grade ≥99.0% |
| Water Content (KF) | ≤0.20% |
| Melting Range | 128–132 °C |
| Residue on Ignition | ≤0.05% |
| Single Unknown Impurity | ≤0.10% |
| Heavy Metals (Pb) | ≤10 ppm |
| Packaging | Nitrogen-purged amber vacuum aluminum foil bags / PE-lined fiber drums |
| Storage Condition | Hermetically sealed dark dry warehouse below 25 °C; isolated from light, oxidants and alkaline reagents |
| Transportation Requirement | Light-sensitive brominated benzoxazole solid, fully sealed light-proof moisture-proof packaging |
| Shelf Life | 24 months under nitrogen-filled vacuum sealed storage |
Safety Warning
Irritant brominated benzoxazole crystalline powder. Dust irritates eyes, respiratory tract and skin; prolonged contact may trigger mild allergic dermatitis for sensitive people. All operations must be performed in ventilated fume hoods with dust respirators, chemical-resistant gloves and full-face safety goggles. Store airtight away from light to avoid photooxidation discoloration. Waste liquid requires organic solvent recovery and neutralization treatment; solid waste belongs to organic hazardous waste and shall be disposed by licensed professional hazardous waste treatment institutions.
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