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1,2,3,4,5-Pentamethylcyclopentadiene

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1,2,3,4,5-Pentamethylcyclopentadiene Basic information
1,2,3,4,5-Pentamethylcyclopentadiene Chemical Properties
  • Boiling point:58 °C13 mm Hg(lit.)
  • Density 0.87 g/mL at 25 °C(lit.)
  • refractive index n20/D 1.474(lit.)
  • Flash point:112 °F
  • storage temp. Store below +30°C.
  • form Liquid
  • Specific Gravity0.87
  • color Clear colorless to yellow-orange, may darken on storage
  • Water Solubility Miscible with methanol. dichloromethane and ethyl acetate. Slightly miscible with water.
  • Sensitive Light Sensitive
  • BRN 1849832
  • Stability:store cold
  • CAS DataBase Reference4045-44-7(CAS DataBase Reference)
  • NIST Chemistry Reference1,3-Cyclopentadiene, 1,2,3,4,5-pentamethyl-(4045-44-7)
Safety Information
  • Risk Statements 10
  • Safety Statements 16
  • RIDADR UN 3295 3/PG 3
  • WGK Germany 3
  • 9-23
  • HazardClass 3
  • PackingGroup III
  • HS Code 29021990
MSDS
1,2,3,4,5-Pentamethylcyclopentadiene Usage And Synthesis
  • Chemical Propertiesclear colorless to yellowish liquid
  • Uses1,2,3,4,5-Pentamethylcyclopentadiene serves as a precursor to the ligand 1,2,3,4,5-pentamethylcyclopentadienyl. It is used as a growth modifier chemical, during metal organic chemical vapor deposition of iron from iron pentacarbonyl. It is used as a ligand in "one-pot" iridium-catalyzed transformation of alcohols to amides. Further, it acts as an electron mediator in the regeneration process of nicotinamide adenine dinucleotide. In addition to this, it undergoes radical cation catalyzed cycloaddition reaction with allenes to get Diels-Alder product.
  • General Description
    Mechanism of the Diels-Alder reaction of paramagneticendohedral metallofullerene and 1,2,3,4,5-pentamethylcyclopentadiene has been studied. Three-step large-scale preparation of 1,2,3,4,5-pentamethylcyclopentadiene has been reported. Reaction of 1,2,3,4,5-pentamethylcyclopentadiene (HCp*) with actinide ions in gas phase has been investigated by laser ablation mass spectrometry. It undergoes radical cation catalyzed cycloaddition with electron rich allenes to form Diels-Alder product.
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