4-Amino-2,6-dichlorophenol

Agrochemicals 2025-03-02

4-Amino-2,6-dichlorophenol (CAS No. 527-62-8)


1. Basic Information

  • IUPAC Name: 4-Amino-2,6-dichlorophenol
  • Synonyms:
    • 2,6-Dichloro-4-hydroxyaniline
    • ADCP
  • CAS Number: 527-62-8
  • Molecular Formula: C₆H₅Cl₂NO
  • Molecular Weight: 178.02 g/mol
  • Appearance: Light brown to gray crystalline powder
  • Odor: Slight phenolic odor

2. Physical and Chemical Properties

Property Value
Melting Point 168–172°C (334–342°F)
Solubility – Water: Slightly soluble (0.5 g/L at 20°C)
– Organic solvents: Soluble in ethanol, acetone, DMSO
pKa ~5.2 (phenolic OH)
Log Pow 2.1 (octanol/water)
Vapor Pressure <0.1 mPa at 25°C

3. Chemical Structure

      Cl  
       |  
    HO-◯-NH₂  
       |  
      Cl

(◯ = benzene ring with substitutions at positions 1, 2, 4, and 6)


4. Hazards (GHS Classification)

  • Health Hazards:
    • Harmful if swallowed (H302)
    • Causes skin irritation (H315)
    • Causes serious eye damage (H318)
  • Environmental:
    • Toxic to aquatic life (H411)
  • NFPA Rating: Health 2, Flammability 1, Reactivity 0

5. Storage and Handling

  • Storage:
    • Keep in tightly sealed amber containers
    • Store in a cool, dry, well-ventilated area
  • Handling:
    • Use nitrile gloves, safety goggles, and fume hood
    • Avoid dust formation

6. Applications

  • Dye Intermediate:
    • Synthesis of azo dyes and pigments
  • Pharmaceuticals:
    • Building block for antimicrobial agents
  • Agrochemicals:
    • Precursor for herbicide synthesis

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