Agrochemicals

1,3-Cyclopentadiene

Chemical Name: 1,3-Cyclopentadiene
Synonyms: Cyclopentadiene; Pentole
CAS Number: 542-92-7
Molecular Formula: C₅H₆
Molecular Weight: 66.10 g/mol

Physical and Chemical Properties

• Appearance: Colorless to pale yellow liquid
• Odor: Strong, sweet, turpentine-like
• Melting Point: -85 °C (-121 °F)
• Boiling Point: 41-42 °C (106-108 °F)
• Density: 0.80 g/cm³ (at 25 °C)
• Refractive Index: 1.444 (at 20 °C)
• Vapor Pressure: 400 mmHg (at 20 °C)
• Flash Point: -25 °C (-13 °F) (Highly flammable)
• Solubility:
  • Insoluble in water
  • Miscible with organic solvents (ethanol, ether, acetone)

Chemical Properties

• Reactivity:
  • Readily dimerizes at RT to form dicyclopentadiene (DCPD)
  • Acts as a diene in Diels-Alder reactions
  • Reacts violently with oxidizers
• Stability:
  • Requires stabilizer (e.g., hydroquinone) for storage
  • Polymerizes exothermically above 30°C

Hazard and Safety Information (GHS)

• Hazard Symbols:
  • F+ (Extremely flammable)
  • Xi (Irritant)
• Hazard Statements:
  • H225: Highly flammable liquid and vapor
  • H304: May be fatal if swallowed and enters airways
  • H315: Causes skin irritation
  • H319: Causes serious eye irritation
  • H335: May cause respiratory irritation
• Precautionary Measures:
  • P210: Keep away from heat/sparks/open flames
  • P301+P310: IF SWALLOWED: Immediately call poison center
  • P331: Do NOT induce vomiting
  • P403+P235: Store in well-ventilated place, keep cool

Storage & Handling

• Store at ≤20°C under inert atmosphere (N₂/Ar)
• Use explosion-proof refrigeration for bulk quantities
• Stabilize with 100-200 ppm hydroquinone
• Handle in fume hood with flame-proof equipment

Applications

• Key monomer for synthetic rubbers
• Precursor to cyclopentadienyl metal complexes (e.g., ferrocene)
• Essential diene for Diels-Alder reactions

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