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5'-Chloro-2'-hydroxy-3'-nitroacetophenone
1. Basic Information
Name: 5'-Chloro-2'-hydroxy-3'-nitroacetophenone
CAS No.: 84942-40-5
Molecular Formula: C8H6ClNO4
Molecular Weight: 215.59
Category: Halogenated nitro hydroxy aromatic ketone fine chemical intermediate
2. Physical and Chemical Properties
Physical Properties
- Appearance: Yellow crystalline powder
- Odor: Faint aromatic ketone odor
- Solubility: Soluble in methanol, ethanol, acetone, ethyl acetate, dichloromethane; slightly soluble in hot water; insoluble in alkanes
- Melting Range: 112–116 °C
- Hygroscopy: Non-hygroscopic under normal ambient humidity
- Aqueous Property: Weakly acidic due to phenolic hydroxyl group, poor water solubility
Chemical Properties
- Molecular Structure: Acetophenone parent with ortho hydroxyl, meta nitro and para chloro substituents on benzene ring
- Phenolic Hydroxyl Reactivity: Reacts with alkali metal hydroxides to form phenoxide salts; capable of etherification and condensation reactions
- Carbonyl Activity: Undergoes condensation, reduction and nucleophilic addition reactions for heterocycle synthesis
- Thermal Stability: Stable below 90 °C; slight decomposition occurs with prolonged heating above melting point
- Photostability: Sensitive to ultraviolet light; long-term illumination leads to darkening and impurity generation
- Compatibility: Compatible with conventional polar organic solvents; incompatible with strong oxidants, concentrated strong alkali and heavy metal salts
3. Main Application Fields
1. Pharmaceutical Synthetic Intermediate (Core Application)
Key building block for the synthesis of anti-inflammatory, antibacterial and heterocyclic APIs; used for constructing benzofuran, benzoxazole and other nitrogen/oxygen heterocyclic drug skeletons
2. Dye & Pigment Intermediate
Precursor for preparing azo dyes, metal complex dyes and fluorescent colorants with halogen-nitro functional groups
3. HPLC Reference Standard
Reference substance for quantitative detection of chloro-nitro hydroxy acetophenone intermediates in fine chemical production lines
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 84942-40-5 |
| Molecular Formula | C8H6ClNO4 |
| Appearance | Yellow crystalline powder |
| HPLC Purity | Synthetic Intermediate Grade ≥99.0% |
| Water Content (KF) | ≤0.30% |
| Melting Range | 112–116 °C |
| Residue on Ignition | ≤0.10% |
| 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 warehouse storage below 25 °C; isolated from light, oxidants and alkaline reagents |
| Transportation Requirement | Light-sensitive halogenated nitro aromatic solid, fully sealed light-proof packaging |
| Shelf Life | 24 months under nitrogen-filled vacuum packaging |
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