1,2,3,4,5-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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
1,2,3,4,5-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.
Solubility
Miscible with methanol. dichloromethane and ethyl acetate. Slightly miscible with water.
Notes
Light sensitive. Incompatible with strong oxidizing agents.
RUO – Research Use Only
General References:
- Liu, J.; Cazelles, R.; Chen, Z. P.; Zhou, H.; Galarneau, A.; Antonietti, M. The bioinspired construction of an ordered carbon nitride array for photocatalytic mediated enzymatic reduction. Phys. Chem. Chem. Phys. 2014, 16, 14699-14705.
- Wulfers, M. J.; Jentoft, F. C. The Role of Cyclopentadienium Ions in Methanol-to-Hydrocarbons Chemistry. ACS Catal. 2014, 4 (10), 3521-3532.