Agrochemicals

N-(Chloromethyl)phthalimide (CAS No. 17564-64-6)

1. Basic Information

• IUPAC Name: 2-(Chloromethyl)isoindoline-1,3-dione
• Synonyms:
  • N-Chloromethylphthalimide
  • Phthalimidomethyl chloride
• CAS Number: 17564-64-6
• Molecular Formula: C₉H₆ClNO₂
• Molecular Weight: 195.60 g/mol
• Appearance: White to off-white crystalline powder
• Odor: Odorless

2. Physical and Chemical Properties

3. Chemical Structure

      O  
      ║  
   ◯-N-CH₂-Cl  
      ║  
       O

(◯ = benzene ring fused at positions 1 & 2)

4. Hazards (GHS Classification)

• Acute Toxicity:
  • Harmful if swallowed (H302)
  • Causes skin irritation (H315)
  • Causes serious eye irritation (H319)
• Sensitization: May cause allergic skin reaction (H317)
• Environmental: Toxic to aquatic life (H411)
• NFPA Rating: Health 2, Flammability 1, Reactivity 1

5. Storage and Handling

• Storage:
  • Keep in airtight containers under inert gas (N₂)
  • Store at 2–8°C protected from moisture
• Handling:
  • Use nitrile gloves, face shield, and fume hood
  • Avoid contact with water/alcohols

6. Applications

• Organic Synthesis:
  • Alkylating agent for amine protection (Emoc-type chemistry)
  • Intermediate for pharmaceuticals (e.g., GABA analogs)
• Polymer Chemistry:
  • Crosslinking agent for specialty resins

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