Merck, 214027-5G, 1,2,3,4,5-Pentamethylcyclopentadiene

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.
Application
1,2,3,4,5-pentamethylcyclopentadiene was used as:
Growth modifier chemical, during metal organic chemical vapour deposition of iron from iron pentacarbonyl.
Ligand in "one-pot" iridium-catalyzed transformation of alcohols to amides via the intermediacy of oximes.
Raw material for the synthesis of [Cp*Rh(bpy)H₂O]²⁺ (Cp* = pentamethylcyclopentadienyl, bpy = 2,2′-bipyridyl), an electron mediator in the regeneration process of NADH.